123 properties for sale in Middle Haddam

Farm Hill Rd
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House · for sale
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New
Farm Hill Rd
Middle Haddam
· 1,410 sq.ft · 3 Bedrooms · 1 Bath · House
Middle Haddam · 1,410 sq.ft · 3 Bedrooms · 1 Bath · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Baldwin Dr
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House · for sale
Request Details
Updated
Baldwin Dr
Middle Haddam
· 1,948 sq.ft · 4 Bedrooms · 3 Baths · House
Middle Haddam · 1,948 sq.ft · 4 Bedrooms · 3 Baths · House
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Spring St
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House · for sale
USD 270,000
USD 176/sq.ft
Updated
Spring St
Middle Haddam
· 1,528 sq.ft · 3 Bedrooms · 1 Bath · House
Middle Haddam · 1,528 sq.ft · 3 Bedrooms · 1 Bath · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
USD 270,000
N Main St
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Condo · for sale
Request Details
Updated
N Main St
Middle Haddam
· 840 sq.ft · 2 Bedrooms · 1 Bath · Condo
Middle Haddam · 840 sq.ft · 2 Bedrooms · 1 Bath · Condo
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank
Request Details
Ridgeview Rd
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House · for sale
Request Details
Updated
Ridgeview Rd
Middle Haddam
· 4,833 sq.ft · 4 Bedrooms · 2 Baths · House
Middle Haddam · 4,833 sq.ft · 4 Bedrooms · 2 Baths · House
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted
Request Details
William St Ext, Portland, Home For Sale
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House · for sale
USD 519,900
USD 227/sq.ft
New
William St Ext, Portland, Home For Sale
Middle Haddam
· 2,282 sq.ft · 4 Bedrooms · 2 Baths · House
· Fireplace · Equipped kitchen · Parking
Middle Haddam · 2,282 sq.ft · 4 Bedrooms · 2 Baths · House · Fireplace · Equipped kitchen · Parking
This charming Classic Raised Ranch is nestled in the heart of Portland, offering a perfect blend of comfort and convenience. The main level features an inviting eat-in kitchen that seamlessly connects to a formal dining room, perfect for family gatherings or entertaining guests. The spacious living room is highlighted by a cozy wood fireplace and a picturesque bay window, creating a warm and welcoming atmosphere. With four bedrooms on the main level and an additional fifth bedroom on the lower level, there's ample space for family and guests. The lower level also boasts a den with another fireplace, an office, and a full bath, providing versatile living options. Car enthusiasts will appreciate the four garages, offering plenty of room for vehicles and storage. Portland offers a wealth of recreational opportunities, including three nearby golf courses, a newly developed town park with sports fields and tracks, and the Oakwood Soccer Club's field. Additionally, the Brownstone Quarry Park
This charming Classic Raised Ranch is nestled in the heart of Portland, offering a perfect blend of comfort and convenience. The main level features an inviting eat-in kitchen that seamlessly connects to a formal dining room, perfect for family gatherings or entertaining guests. The spacious living room is highlighted by a cozy wood fireplace and a picturesque bay window, creating a warm and welcoming atmosphere. With four bedrooms on the main level and an additional fifth bedroom on the lower level, there's ample space for family and guests. The lower level also boasts a den with another fireplace, an office, and a full bath, providing versatile living options. Car enthusiasts will appreciate the four garages, offering plenty of room for vehicles and storage. Portland offers a wealth of recreational opportunities, including three nearby golf courses, a newly developed town park with sports fields and tracks, and the Oakwood Soccer Club's field. Additionally, the Brownstone Quarry Park
USD 519,900
Rock Landing Rd, Haddam, Home For Sale
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House · for sale
USD 563,000
USD 282/sq.ft
New
Rock Landing Rd, Haddam, Home For Sale
Middle Haddam
· 1,991 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Fireplace
Middle Haddam · 1,991 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Fireplace
Welcome to a historic and peaceful enclave on the Connecticut River. Built in 1780 by Samuel B. P. Arnold, a river mariner who served as master gunner in the Revolution, this remarkable home was thoughtfully renovated in 2022, pairing outstanding craftsmanship with the best of old and new. At its heart stands a unique and beautiful four-sided working fireplace, a true centerpiece that anchors the home's character. Set on 2.4 acres, the property offers a level yard framed by gently rolling hills, with room to garden and gather. A peaceful river landing and a beautiful scenic spot are just a short walk down the way. A rare chance to own a piece of Connecticut River history. Please note that Haddam Neck is the east side of the river. Under 15 minutes to Middletown. Fully renovated including the septic system
Welcome to a historic and peaceful enclave on the Connecticut River. Built in 1780 by Samuel B. P. Arnold, a river mariner who served as master gunner in the Revolution, this remarkable home was thoughtfully renovated in 2022, pairing outstanding craftsmanship with the best of old and new. At its heart stands a unique and beautiful four-sided working fireplace, a true centerpiece that anchors the home's character. Set on 2.4 acres, the property offers a level yard framed by gently rolling hills, with room to garden and gather. A peaceful river landing and a beautiful scenic spot are just a short walk down the way. A rare chance to own a piece of Connecticut River history. Please note that Haddam Neck is the east side of the river. Under 15 minutes to Middletown. Fully renovated including the septic system
USD 563,000
Ginger Cir Unit,portland, Condo For Sale
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Condo · for sale
USD 364,900
USD 380/sq.ft
New
Ginger Cir Unit,portland, Condo For Sale
Middle Haddam
· 958 sq.ft · 2 Bedrooms · 2 Baths · Condo
· Cellar
Middle Haddam · 958 sq.ft · 2 Bedrooms · 2 Baths · Condo · Cellar
Welcome to 17 Ginger Circle, a beautifully maintained 2BR/2Bath condo tucked into Portland's sought-after 55+ community. Designed for easy, low-maintenance living, this home offers one-floor convenience, immaculately maintained! Walk up attic and full walk out basement, great potential. Residents enjoy clubhouse, landscaping/snow removal included, etc all just minutes from Portland's shops, dining, and the Connecticut River. Desirable home in desirable 55+ Community!
Welcome to 17 Ginger Circle, a beautifully maintained 2BR/2Bath condo tucked into Portland's sought-after 55+ community. Designed for easy, low-maintenance living, this home offers one-floor convenience, immaculately maintained! Walk up attic and full walk out basement, great potential. Residents enjoy clubhouse, landscaping/snow removal included, etc all just minutes from Portland's shops, dining, and the Connecticut River. Desirable home in desirable 55+ Community!
USD 364,900
Chamberlain Hill Rd, Middletown, Home For Sale
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House · for sale
USD 779,000
USD 243/sq.ft
New
Chamberlain Hill Rd, Middletown, Home For Sale
Middle Haddam
· 3,197 sq.ft · 6 Bedrooms · 4 Baths · House
· Fireplace · Equipped kitchen
Middle Haddam · 3,197 sq.ft · 6 Bedrooms · 4 Baths · House · Fireplace · Equipped kitchen
A truly extraordinary residence where distinctive architecture, exceptional privacy and sophisticated design come together to create a home unlike any other. Privately set on 3.5 acres, this beautifully renovated contemporary offers more than 5,500 square feet of impressive living space, with soaring interiors, walls of windows and an abundance of natural light creating a seamless connection to the surrounding landscape. The beautifully designed kitchen features quartz countertops, stainless steel appliances, double ovens, and generous space for gathering and entertaining. Two striking stone fireplaces serve as dramatic focal points, adding warmth, texture and character to the home's expansive living spaces. Offering six bedrooms and three-and-a-half beautifully renovated baths, the versatile floor plan provides exceptional flexibility for today's lifestyle. With its generous proportions and abundance of private and flexible spaces, the home is ideally suited for multigenerational livi
A truly extraordinary residence where distinctive architecture, exceptional privacy and sophisticated design come together to create a home unlike any other. Privately set on 3.5 acres, this beautifully renovated contemporary offers more than 5,500 square feet of impressive living space, with soaring interiors, walls of windows and an abundance of natural light creating a seamless connection to the surrounding landscape. The beautifully designed kitchen features quartz countertops, stainless steel appliances, double ovens, and generous space for gathering and entertaining. Two striking stone fireplaces serve as dramatic focal points, adding warmth, texture and character to the home's expansive living spaces. Offering six bedrooms and three-and-a-half beautifully renovated baths, the versatile floor plan provides exceptional flexibility for today's lifestyle. With its generous proportions and abundance of private and flexible spaces, the home is ideally suited for multigenerational livi
USD 779,000
Spring St, Portland, Home For Sale
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House · for sale
USD 270,000
USD 176/sq.ft
New
Spring St, Portland, Home For Sale
Middle Haddam
· 1,528 sq.ft · 3 Bedrooms · 2 Baths · House
· Fireplace
Middle Haddam · 1,528 sq.ft · 3 Bedrooms · 2 Baths · House · Fireplace
This 3 bedroom, 1.5 bathroom Colonial style property has a living room with a fireplace and a sunroom. The interior has hardwood floors. The dining area sits within the main living space, so meals and gatherings share one open area. The sunroom adds a separate room beside the main rooms. The lot measures.39 acre, which gives the property outdoor space around the building. Schedule a showing to see the layout in person and look over each room. This is a Fannie Mae HomePath property. The Seller must comply with HUD Guidelines 24 CFR 206.125
This 3 bedroom, 1.5 bathroom Colonial style property has a living room with a fireplace and a sunroom. The interior has hardwood floors. The dining area sits within the main living space, so meals and gatherings share one open area. The sunroom adds a separate room beside the main rooms. The lot measures.39 acre, which gives the property outdoor space around the building. Schedule a showing to see the layout in person and look over each room. This is a Fannie Mae HomePath property. The Seller must comply with HUD Guidelines 24 CFR 206.125
USD 270,000
Airline Ave, Portland, Home For Sale
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House · for sale
USD 250,000
USD 188/sq.ft
New
Airline Ave, Portland, Home For Sale
Middle Haddam
· 1,324 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Office room · Gym
Middle Haddam · 1,324 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Office room · Gym
For the boat lover and the visionary, this property may be that diamond in the rough you have been waiting for! Located at 164 Airline Avenue in Portland, CT, it is listed for only $250,000. The taxes are low ($3086) so this is very affordable! It offers plenty of space (1,326 square feet) so you can occupy as you renovate - slowly if you need to. It sits on 0.34 acres with a private backyard and has 3 bedrooms that includes an additional open space in the primary bedroom that could be turned into another small room/huge walk-in closet/nursery/office/small gym - the possibilities are endless! But the best part of this home is that it is walking distance to 2 boat marinas and a brand new boat landing! River Bend Landing is a brand new FREE access point to the Connecticut River. If you enjoy fishing, kayaking, canoeing or rafting, this landing is practically in your backyard (it's more like right across the street)! Birdon Marina is a 16 minute walk and the Members-Only Meriden Motor Boa
For the boat lover and the visionary, this property may be that diamond in the rough you have been waiting for! Located at 164 Airline Avenue in Portland, CT, it is listed for only $250,000. The taxes are low ($3086) so this is very affordable! It offers plenty of space (1,326 square feet) so you can occupy as you renovate - slowly if you need to. It sits on 0.34 acres with a private backyard and has 3 bedrooms that includes an additional open space in the primary bedroom that could be turned into another small room/huge walk-in closet/nursery/office/small gym - the possibilities are endless! But the best part of this home is that it is walking distance to 2 boat marinas and a brand new boat landing! River Bend Landing is a brand new FREE access point to the Connecticut River. If you enjoy fishing, kayaking, canoeing or rafting, this landing is practically in your backyard (it's more like right across the street)! Birdon Marina is a 16 minute walk and the Members-Only Meriden Motor Boa
USD 250,000
Bull Hill Rd, Colchester, Home For Sale
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House · for sale
USD 499,900
USD 236/sq.ft
New
Bull Hill Rd, Colchester, Home For Sale
Middle Haddam
· 2,110 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Parking · Deck · Fireplace · Equipped kitchen · Cellar
Middle Haddam · 2,110 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Parking · Deck · Fireplace · Equipped kitchen · Cellar
Wonderful four bedroom home set in a peaceful country location, offering space, comfort, and endless possibilities. Right down the road from the historic Comstock bridge and beautiful Salmon River, with airline trail right along with it! The fabulous family room features a striking floor to ceiling fieldstone fireplace, creating the perfect gathering space. The eat-in kitchen offers sliders to the deck and a private backyard-ideal for outdoor dining and relaxation. A formal dining room, front to back living room with fireplace, and a convenient half bath complete the first floor. Upstairs are four generous bedrooms, including a primary suite with full bath. All bedrooms offer spacious closets. The full basement provides excellent storage and potential for future finishing with abundant storage or potential finishing space. The loft above the two car garage was thoughtfully designed to allow future expansion. Both the level front and back yards offer exceptional space for entertaining,
Wonderful four bedroom home set in a peaceful country location, offering space, comfort, and endless possibilities. Right down the road from the historic Comstock bridge and beautiful Salmon River, with airline trail right along with it! The fabulous family room features a striking floor to ceiling fieldstone fireplace, creating the perfect gathering space. The eat-in kitchen offers sliders to the deck and a private backyard-ideal for outdoor dining and relaxation. A formal dining room, front to back living room with fireplace, and a convenient half bath complete the first floor. Upstairs are four generous bedrooms, including a primary suite with full bath. All bedrooms offer spacious closets. The full basement provides excellent storage and potential for future finishing with abundant storage or potential finishing space. The loft above the two car garage was thoughtfully designed to allow future expansion. Both the level front and back yards offer exceptional space for entertaining,
USD 499,900
Nedobity Rd, Haddam, Home For Sale
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House · for sale
USD 575,000
USD 224/sq.ft
New
Nedobity Rd, Haddam, Home For Sale
Middle Haddam
· 2,562 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Office room · Deck · Fireplace · Equipped kitchen · Air conditioning
Middle Haddam · 2,562 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Office room · Deck · Fireplace · Equipped kitchen · Air conditioning
Move right into this oversized Cape offering spacious rooms, hardwood floors and a versatile layout! The remodeled kitchen anchors the main level, connecting to a bright breakfast room and formal dining room. A living room with fireplace offers a cozy retreat, while the impressive great room features cathedral ceilings, skylights and a wood stove. A separate office provides flexibility for working from home or a potential first-floor bedroom, with a full bath nearby. The generous primary suite features hardwood floors, two additional closets and a walk-in closet. Its remodeled bathroom includes a granite double vanity, walk-in tiled shower, and heated tile floors. Fresh paint and central air conditioning add to the home's comfort and move-in-ready appeal. Enjoy outdoor living on two decks and a great yard, surrounded by privacy and bordering land trust property. Convenient access to Route 9 completes this inviting home! Offer deadline final and best due by Monday 10/19 4pm. No escalati
Move right into this oversized Cape offering spacious rooms, hardwood floors and a versatile layout! The remodeled kitchen anchors the main level, connecting to a bright breakfast room and formal dining room. A living room with fireplace offers a cozy retreat, while the impressive great room features cathedral ceilings, skylights and a wood stove. A separate office provides flexibility for working from home or a potential first-floor bedroom, with a full bath nearby. The generous primary suite features hardwood floors, two additional closets and a walk-in closet. Its remodeled bathroom includes a granite double vanity, walk-in tiled shower, and heated tile floors. Fresh paint and central air conditioning add to the home's comfort and move-in-ready appeal. Enjoy outdoor living on two decks and a great yard, surrounded by privacy and bordering land trust property. Convenient access to Route 9 completes this inviting home! Offer deadline final and best due by Monday 10/19 4pm. No escalati
USD 575,000
Main St, Middletown, Home For Sale
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House · for sale
USD 1,300,000
USD 93/sq.ft
New
Main St, Middletown, Home For Sale
Middle Haddam
· 13,832 sq.ft · 8 Bedrooms · 9 Baths · House
Middle Haddam · 13,832 sq.ft · 8 Bedrooms · 9 Baths · House
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 40% of CAM expenses, creating additional value for ownership. Featuring classic brick construction, a well-maintained roof, and a prime downtown location, 480 Main Street offers a rare blend of character, stability, and investment potential. Located just steps from restaurants, shopping, and entertainm
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 40% of CAM expenses, creating additional value for ownership. Featuring classic brick construction, a well-maintained roof, and a prime downtown location, 480 Main Street offers a rare blend of character, stability, and investment potential. Located just steps from restaurants, shopping, and entertainm
USD 1,300,000
Meeting House Rd, Haddam, Home For Sale
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House · for sale
USD 689,000
USD 142/sq.ft
New
Meeting House Rd, Haddam, Home For Sale
Middle Haddam
· 4,833 sq.ft · 5 Bedrooms · 4 Baths · House
· Office room · Deck · Fireplace · Equipped kitchen
Middle Haddam · 4,833 sq.ft · 5 Bedrooms · 4 Baths · House · Office room · Deck · Fireplace · Equipped kitchen
Natural Beauty Awaits in Haddam on 1.3 acres! Settle into the warmth and charm of this expansive 4,800-square-foot home, where an open floor plan and inviting living spaces create the perfect setting for everyday living and entertaining. The spacious eat-in kitchen, features newer appliances, huge island w/access to laundry room and deck. The kitchen flows seamlessly into the family room with a cozy propane fireplace and wood paneled solarium. A separate dining room has parquet floors and wainscotting and a huge entertaining living room boasts an enormous wood-burning fireplace. A separate main-level wing features three bedrooms with beautiful wide-plank flooring two full baths and home office, providing comfort and flexibility for family and guests. Upstairs, discover an oversized primary bedroom with its own fireplace, a second spacious bedroom, and a generous recreation room offering endless possibilities. Located near the Haddam Meadows State Park and CT River, with quick access to
Natural Beauty Awaits in Haddam on 1.3 acres! Settle into the warmth and charm of this expansive 4,800-square-foot home, where an open floor plan and inviting living spaces create the perfect setting for everyday living and entertaining. The spacious eat-in kitchen, features newer appliances, huge island w/access to laundry room and deck. The kitchen flows seamlessly into the family room with a cozy propane fireplace and wood paneled solarium. A separate dining room has parquet floors and wainscotting and a huge entertaining living room boasts an enormous wood-burning fireplace. A separate main-level wing features three bedrooms with beautiful wide-plank flooring two full baths and home office, providing comfort and flexibility for family and guests. Upstairs, discover an oversized primary bedroom with its own fireplace, a second spacious bedroom, and a generous recreation room offering endless possibilities. Located near the Haddam Meadows State Park and CT River, with quick access to
USD 689,000
Johnson St, Middletown, Home For Sale
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House · for sale
USD 264,900
USD 223/sq.ft
New
Johnson St, Middletown, Home For Sale
Middle Haddam
· 1,184 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Equipped kitchen
Middle Haddam · 1,184 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Equipped kitchen
Welcome home to 6 Johnson Street, Middletown! This charming dollhouse colonial boasts timeless architectural features, including elegant arches, stained glass accents, and classic wall paneling that exude character and warmth. Inside, enjoy the cozy yet functional layout, with inviting living and dining areas perfect for relaxing or entertaining. The bright kitchen provides plenty of space for meal preparation, including a new pantry and stainless steel appliances. The front enclosed porch offers a versatile retreat for sipping coffee or unwinding after a long day. With inviting updated paint hues, new light fixtures throughout and a redone staircase, the charm of this home has been lovingly preserved! A fully remodeled bathroom also offers a serene place to get away after a long day. The backyard is a true highlight, providing ample space for outdoor activities and gatherings. The outdoor space has been equally as cared for as the interior- with new flower plantings, a privacy fence a
Welcome home to 6 Johnson Street, Middletown! This charming dollhouse colonial boasts timeless architectural features, including elegant arches, stained glass accents, and classic wall paneling that exude character and warmth. Inside, enjoy the cozy yet functional layout, with inviting living and dining areas perfect for relaxing or entertaining. The bright kitchen provides plenty of space for meal preparation, including a new pantry and stainless steel appliances. The front enclosed porch offers a versatile retreat for sipping coffee or unwinding after a long day. With inviting updated paint hues, new light fixtures throughout and a redone staircase, the charm of this home has been lovingly preserved! A fully remodeled bathroom also offers a serene place to get away after a long day. The backyard is a true highlight, providing ample space for outdoor activities and gatherings. The outdoor space has been equally as cared for as the interior- with new flower plantings, a privacy fence a
USD 264,900
Dorothy Dr, Middletown, Home For Sale
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House · for sale
USD 259,900
USD 202/sq.ft
Dorothy Dr, Middletown, Home For Sale
Middle Haddam
· 1,281 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Deck · Equipped kitchen
Middle Haddam · 1,281 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Deck · Equipped kitchen
Highest and best offers due Sunday Oct. 25 by 4pm* CUTE RANCH HOME IN A GREAT NEIGHBORHOOD! Large eat-in kitchen with plenty of cabinet and counter space and a new oven range (2026.) Nice sized living room and 3 bedrooms, all with hardwood floors! Get cozy in the partially finished lower level with a wood burning stove, newer faux wood laminate floor that ADDS APPROX 330SQFT of beautiful living space. From the deck, enjoy your view of a huge, level, open backyard. The property backs to Upper Mill Pond that the seller has done some fishing and stand-up paddleboarding from! 2 sheds offer great storage. There's a solar panel Power Purchase Agreement (PPA,) for $206/month to lower electricity costs. The panels were installed in 2023 along with a new 200amp electrical service. New hot water heater in February 2026. Seller also has chickens! You can take over their care and reap the benefits of fresh eggs, or seller will find them a new home, your choice. Close to shops, restaurants, donuts,
Highest and best offers due Sunday Oct. 25 by 4pm* CUTE RANCH HOME IN A GREAT NEIGHBORHOOD! Large eat-in kitchen with plenty of cabinet and counter space and a new oven range (2026.) Nice sized living room and 3 bedrooms, all with hardwood floors! Get cozy in the partially finished lower level with a wood burning stove, newer faux wood laminate floor that ADDS APPROX 330SQFT of beautiful living space. From the deck, enjoy your view of a huge, level, open backyard. The property backs to Upper Mill Pond that the seller has done some fishing and stand-up paddleboarding from! 2 sheds offer great storage. There's a solar panel Power Purchase Agreement (PPA,) for $206/month to lower electricity costs. The panels were installed in 2023 along with a new 200amp electrical service. New hot water heater in February 2026. Seller also has chickens! You can take over their care and reap the benefits of fresh eggs, or seller will find them a new home, your choice. Close to shops, restaurants, donuts,
USD 259,900
Mcdowell Rd, Middletown, Home For Sale
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House · for sale
USD 384,900
USD 361/sq.ft
Mcdowell Rd, Middletown, Home For Sale
Middle Haddam
· 1,066 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Deck · Equipped kitchen · Air conditioning · Cellar
Middle Haddam · 1,066 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck · Equipped kitchen · Air conditioning · Cellar
Discover the perfect blend of comfort, privacy, and convenience at 36 McDowell Road! This updated two car ranch is tucked away on a quiet cul-de-sac and features a flat, fully fenced in yard ready for you to enjoy your own private outdoor retreat. Inside, you'll find a remodeled kitchen with granite countertops, two renovated bathrooms, and refinished flooring. Additional updates include three new mini split AC and heating as well, new radiators, recessed lighting, newer windows, a brand new deck, and a new washer and dryer. The basement offers excellent potential for additional living space. Conveniently located near shopping centers, restaurants, and everyday essentials, this Middletown home is ready for its next owner!
Discover the perfect blend of comfort, privacy, and convenience at 36 McDowell Road! This updated two car ranch is tucked away on a quiet cul-de-sac and features a flat, fully fenced in yard ready for you to enjoy your own private outdoor retreat. Inside, you'll find a remodeled kitchen with granite countertops, two renovated bathrooms, and refinished flooring. Additional updates include three new mini split AC and heating as well, new radiators, recessed lighting, newer windows, a brand new deck, and a new washer and dryer. The basement offers excellent potential for additional living space. Conveniently located near shopping centers, restaurants, and everyday essentials, this Middletown home is ready for its next owner!
USD 384,900
Jefferson Ave, Middletown, Home For Sale
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House · for sale
USD 440,000
USD 249/sq.ft
Jefferson Ave, Middletown, Home For Sale
Middle Haddam
· 1,765 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Gym · Deck · Fireplace · Equipped kitchen · Parking
Middle Haddam · 1,765 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Gym · Deck · Fireplace · Equipped kitchen · Parking
Welcome to 43 Jefferson Ave, Middletown! This charming 3-bedroom brick ranch offers comfort, space, and convenience in an established neighborhood. The spacious living room features beautiful hardwood floors and a cozy fireplace. The generously sized kitchen and dining area offer ample cabinetry, a center island, and direct access to the rear deck. All three bedrooms are conveniently located on the main level with hardwood flooring and plenty of natural light. The finished lower level adds valuable living space with a recreation/family room and second fireplace, half bath, laundry area, workshop, and storage-perfect for a home office, gym, entertainment area, or hobbies. Outside, enjoy the spacious rear deck, private driveway, detached one-car garage with additional storage space, and well-maintained yard. A newer roof adds peace of mind, while the classic brick exterior provides timeless curb appeal. Conveniently located near shopping, restaurants, schools, parks, downtown Middletown,
Welcome to 43 Jefferson Ave, Middletown! This charming 3-bedroom brick ranch offers comfort, space, and convenience in an established neighborhood. The spacious living room features beautiful hardwood floors and a cozy fireplace. The generously sized kitchen and dining area offer ample cabinetry, a center island, and direct access to the rear deck. All three bedrooms are conveniently located on the main level with hardwood flooring and plenty of natural light. The finished lower level adds valuable living space with a recreation/family room and second fireplace, half bath, laundry area, workshop, and storage-perfect for a home office, gym, entertainment area, or hobbies. Outside, enjoy the spacious rear deck, private driveway, detached one-car garage with additional storage space, and well-maintained yard. A newer roof adds peace of mind, while the classic brick exterior provides timeless curb appeal. Conveniently located near shopping, restaurants, schools, parks, downtown Middletown,
USD 440,000
Ryan St, Middletown, Home For Sale
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House · for sale
USD 329,900
USD 223/sq.ft
Ryan St, Middletown, Home For Sale
Middle Haddam
· 1,475 sq.ft · 3 Bedrooms · 2 Baths · House
· Parking · Equipped kitchen
Middle Haddam · 1,475 sq.ft · 3 Bedrooms · 2 Baths · House · Parking · Equipped kitchen
Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above
Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above
USD 329,900
College St Unit,middletown, Home For Sale
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House · for sale
USD 199,000
USD 132/sq.ft
College St Unit,middletown, Home For Sale
Middle Haddam
· 1,507 sq.ft · 2 Bedrooms · 2 Baths · House
· Garden · Office room · Gym · Deck · Equipped kitchen · Cellar · Parking
Middle Haddam · 1,507 sq.ft · 2 Bedrooms · 2 Baths · House · Garden · Office room · Gym · Deck · Equipped kitchen · Cellar · Parking
Welcome to a bright and updated townhouse-style condo offering a comfortable layout and several features that set it apart. The first floor has been refreshed with luxury vinyl plank flooring and includes a spacious living area, dining space, and modern-style kitchen. Upstairs, two bedrooms are accompanied by a versatile bonus room featuring a vaulted ceiling and skylight, offering an ideal spot for a home office, reading room, gym, or creative space. Newer windows installed in 2020. One of the best highlights is the private composite deck overlooking the courtyard, creating an enjoyable outdoor space without the maintenance of a traditional yard. The unit also includes in-unit laundry, dedicated enclosed basement storage, 1 parking spot in the private lot and some overflow parking. With the association currently having capacity for rentals, this condo offers flexibility for an owner occupant or investor. Conveniently located next to Wesleyan's art building, near Downtown Middletown, W
Welcome to a bright and updated townhouse-style condo offering a comfortable layout and several features that set it apart. The first floor has been refreshed with luxury vinyl plank flooring and includes a spacious living area, dining space, and modern-style kitchen. Upstairs, two bedrooms are accompanied by a versatile bonus room featuring a vaulted ceiling and skylight, offering an ideal spot for a home office, reading room, gym, or creative space. Newer windows installed in 2020. One of the best highlights is the private composite deck overlooking the courtyard, creating an enjoyable outdoor space without the maintenance of a traditional yard. The unit also includes in-unit laundry, dedicated enclosed basement storage, 1 parking spot in the private lot and some overflow parking. With the association currently having capacity for rentals, this condo offers flexibility for an owner occupant or investor. Conveniently located next to Wesleyan's art building, near Downtown Middletown, W
USD 199,000
Spring St, Middletown, Home For Sale
View photo
House · for sale
USD 364,900
USD 151/sq.ft
Spring St, Middletown, Home For Sale
Middle Haddam
· 2,411 sq.ft · 5 Bedrooms · 3 Baths · House
· Garden · Parking · Deck
Middle Haddam · 2,411 sq.ft · 5 Bedrooms · 3 Baths · House · Garden · Parking · Deck
This well maintained colonial, located just steps from the bustling downtown of Middletown, is ready for its new owner! Three units, all on different floors, offer flexible plans for owner-occupants and investors alike! The first and second floor units are comfortably controlled with high efficiency Navien units, both with a 2 bed/1 bath layout. The third unit is also natural gas, and provides a generous sized 1 bed/1 bath unit. The units themselves are mostly updated, some with fresh paint and tile work tastefully done. A two car garage and off street parking provide ultimate convenience for owners and/or tenants. Lively flower beds decorate the front walkway, adding to the curb appeal. A back staircase seconds as small deck platforms overlooking the backyard. Whether living in one unit and renting the others for residual income, or adding this wonderful opportunity to your investment portfolio, this one is NOT to miss. Schedule your private showing today!
This well maintained colonial, located just steps from the bustling downtown of Middletown, is ready for its new owner! Three units, all on different floors, offer flexible plans for owner-occupants and investors alike! The first and second floor units are comfortably controlled with high efficiency Navien units, both with a 2 bed/1 bath layout. The third unit is also natural gas, and provides a generous sized 1 bed/1 bath unit. The units themselves are mostly updated, some with fresh paint and tile work tastefully done. A two car garage and off street parking provide ultimate convenience for owners and/or tenants. Lively flower beds decorate the front walkway, adding to the curb appeal. A back staircase seconds as small deck platforms overlooking the backyard. Whether living in one unit and renting the others for residual income, or adding this wonderful opportunity to your investment portfolio, this one is NOT to miss. Schedule your private showing today!
USD 364,900
Pearl St, Middletown, Home For Sale
View photo
House · for sale
USD 579,900
USD 194/sq.ft
Pearl St, Middletown, Home For Sale
Middle Haddam
· 2,982 sq.ft · 6 Bedrooms · 3 Baths · House
· Parking · Balcony
Middle Haddam · 2,982 sq.ft · 6 Bedrooms · 3 Baths · House · Parking · Balcony
Group showing Sunday, 10/18, 12 noon! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has been well cared for with significant updates throughout, including impeccably updated mechanicals, helping take some of the worry out of owning a multifamily property. A three-car detached garage in the rear adds even more value, along with additional off-street parking. Located on a quiet, desirable street close to Downtown Middletown, the property offers easy access to restaurants, shopping, Wesleyan University, major routes, and everything the downtown area has to offer. Whether you're looking to add a solid three-family to your investment portfolio or live in one unit while collecting re
Group showing Sunday, 10/18, 12 noon! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has been well cared for with significant updates throughout, including impeccably updated mechanicals, helping take some of the worry out of owning a multifamily property. A three-car detached garage in the rear adds even more value, along with additional off-street parking. Located on a quiet, desirable street close to Downtown Middletown, the property offers easy access to restaurants, shopping, Wesleyan University, major routes, and everything the downtown area has to offer. Whether you're looking to add a solid three-family to your investment portfolio or live in one unit while collecting re
USD 579,900
Spring St, Middletown, Home For Sale
View photo
House · for sale
USD 524,900
USD 154/sq.ft
Spring St, Middletown, Home For Sale
Middle Haddam
· 3,391 sq.ft · 4 Bedrooms · 4 Baths · House
· Garden · Fireplace · Equipped kitchen · Parking
Middle Haddam · 3,391 sq.ft · 4 Bedrooms · 4 Baths · House · Garden · Fireplace · Equipped kitchen · Parking
Welcome to this well-maintained two-family home, ideally suited for multigenerational living, extended-family arrangements, or an owner-occupant seeking income potential. Situated on a corner lot near downtown Middletown, this expansive property occupies a double lot totaling approximately 0.33 acres and offers abundant indoor and outdoor space. The home features high 11-foot ceilings, graceful archways, and oversized windows that fill the interior with exceptional natural light. Both units offer comfortable living areas, and the finished lower level provides a second kitchen full bath and laundry. A family room with a fireplace offers excellent flexibility and may serve as a potential third bedroom. The kitchen is equipped with granite countertops, while natural-gas heat and air-conditioning units provide year-round comfort. Outside, enjoy plentiful parking, a detached two-car garage with attic. The generous double lot offers room to relax, garden, entertain, or explore future possibi
Welcome to this well-maintained two-family home, ideally suited for multigenerational living, extended-family arrangements, or an owner-occupant seeking income potential. Situated on a corner lot near downtown Middletown, this expansive property occupies a double lot totaling approximately 0.33 acres and offers abundant indoor and outdoor space. The home features high 11-foot ceilings, graceful archways, and oversized windows that fill the interior with exceptional natural light. Both units offer comfortable living areas, and the finished lower level provides a second kitchen full bath and laundry. A family room with a fireplace offers excellent flexibility and may serve as a potential third bedroom. The kitchen is equipped with granite countertops, while natural-gas heat and air-conditioning units provide year-round comfort. Outside, enjoy plentiful parking, a detached two-car garage with attic. The generous double lot offers room to relax, garden, entertain, or explore future possibi
USD 524,900
Clarence Ct, Middletown, Home For Sale
View photo
House · for sale
USD 379,000
USD 308/sq.ft
Clarence Ct, Middletown, Home For Sale
Middle Haddam
· 1,227 sq.ft · 2 Bedrooms · 3 Baths · House
· Garden · Deck · Equipped kitchen · Cellar
Middle Haddam · 1,227 sq.ft · 2 Bedrooms · 3 Baths · House · Garden · Deck · Equipped kitchen · Cellar
You'll fall in love with this move-in condition colonial located at the end of a cul-de-sac. The yard is level and partially fenced with a large deck ideal for three-season cookouts and relaxation. The bright interior has plenty of room for hosting gatherings. The recently remodeled kitchen adjoins the dining room so the cook can join the conversation. Upstairs are two bedrooms each with hardwood floors and their own newly remodeled baths. There's a full basement for exercising and storage ideal for future finishing. All this convenient to highways, shopping, and recreation. Don't miss this one!
You'll fall in love with this move-in condition colonial located at the end of a cul-de-sac. The yard is level and partially fenced with a large deck ideal for three-season cookouts and relaxation. The bright interior has plenty of room for hosting gatherings. The recently remodeled kitchen adjoins the dining room so the cook can join the conversation. Upstairs are two bedrooms each with hardwood floors and their own newly remodeled baths. There's a full basement for exercising and storage ideal for future finishing. All this convenient to highways, shopping, and recreation. Don't miss this one!
USD 379,000
Oakcliff Rd, Middletown, Home For Sale
View photo
House · for sale
USD 555,000
USD 291/sq.ft
Oakcliff Rd, Middletown, Home For Sale
Middle Haddam
· 1,905 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Deck · Equipped kitchen · Cellar
Middle Haddam · 1,905 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Deck · Equipped kitchen · Cellar
Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this home offers space, flexibility and privacy. The finished lower level provides potential for an in-law apartment or separate living space, subject to town approval, making it ideal for extended family, guests, a home office or recreation. The expansive deck overlooks a beautiful yard for entertaining, a game of catch or running with your favorite four legged pal. Close to major highways, 20 minutes from Downtown Hartford, 35 minutes to New Haven, 45 minutes to CT Casinos, a little over an hour to the Rhode Island line and minutes from Wesleyan University, great shopping and restaurants in downtown Middletown! Major updates include: Brand New Septic- 2019 Kitchen remodeled - 2024 All windows replaced - 2024 Baseme
Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this home offers space, flexibility and privacy. The finished lower level provides potential for an in-law apartment or separate living space, subject to town approval, making it ideal for extended family, guests, a home office or recreation. The expansive deck overlooks a beautiful yard for entertaining, a game of catch or running with your favorite four legged pal. Close to major highways, 20 minutes from Downtown Hartford, 35 minutes to New Haven, 45 minutes to CT Casinos, a little over an hour to the Rhode Island line and minutes from Wesleyan University, great shopping and restaurants in downtown Middletown! Major updates include: Brand New Septic- 2019 Kitchen remodeled - 2024 All windows replaced - 2024 Baseme
USD 555,000
Powerhouse Rd, East Haddam, Home For Sale
View photo
House · for sale
USD 299,000
USD 199/sq.ft
Powerhouse Rd, East Haddam, Home For Sale
Middle Haddam
· 1,496 sq.ft · 3 Bedrooms · 1 Bath · House
· Deck · Fireplace · Equipped kitchen
Middle Haddam · 1,496 sq.ft · 3 Bedrooms · 1 Bath · House · Deck · Fireplace · Equipped kitchen
Step into timeless charm and craftsmanship in this distinctive home, where they truly don't make them like they used to! Wide decorative baseboards, classic doors, detailed trim, stained-glass windows, and a welcoming covered front porch showcase its character. The original stone fireplace feels straight out of a fairytale book, creating a warm and inviting focal point. The dining room features a built-in hutch and cabinetry, while hardwood floors run throughout, including beneath all carpeting. A versatile first-floor room offers a beautiful picture window and built-in window seat with storage, creating the perfect spot for reading or relaxing. The first floor also features a walk-in laundry room with the added convenience of a toilet, along with a kitchen located just off the driveway for easy access. Enjoy the outdoors from the covered front porch or back deck. Upstairs, the oversized primary bedroom boasts vaulted ceilings, three generous closets, abundant natural light, and hardwo
Step into timeless charm and craftsmanship in this distinctive home, where they truly don't make them like they used to! Wide decorative baseboards, classic doors, detailed trim, stained-glass windows, and a welcoming covered front porch showcase its character. The original stone fireplace feels straight out of a fairytale book, creating a warm and inviting focal point. The dining room features a built-in hutch and cabinetry, while hardwood floors run throughout, including beneath all carpeting. A versatile first-floor room offers a beautiful picture window and built-in window seat with storage, creating the perfect spot for reading or relaxing. The first floor also features a walk-in laundry room with the added convenience of a toilet, along with a kitchen located just off the driveway for easy access. Enjoy the outdoors from the covered front porch or back deck. Upstairs, the oversized primary bedroom boasts vaulted ceilings, three generous closets, abundant natural light, and hardwo
USD 299,000
Millbrook Rd, Middletown, Home For Sale
View photo
House · for sale
USD 340,000
USD 202/sq.ft
Millbrook Rd, Middletown, Home For Sale
Middle Haddam
· 1,679 sq.ft · 4 Bedrooms · 1 Bath · House
Middle Haddam · 1,679 sq.ft · 4 Bedrooms · 1 Bath · House
Set on approximately 5.2 acres in Middletown, this historic 4-bedroom home offers a unique opportunity to enjoy space, privacy, and the character of an older property. Built in 1760, the home offers approximately 1,680 square feet of living space and plenty of room to explore the possibilities. The expansive parcel provides a peaceful setting with ample outdoor space for gardening, recreation, entertaining, or simply enjoying the privacy of your own property. Inside, the home offers four bedrooms and one full bath, providing a flexible layout with plenty of potential to make the space your own. The generous acreage creates opportunities for those looking for more land while still being conveniently located in Middletown. Whether you're looking for a property with history, land, or the opportunity to bring your own vision to life, 150 Millbrook Road is worth a look. Come see the property and discover its potential for yourself
Set on approximately 5.2 acres in Middletown, this historic 4-bedroom home offers a unique opportunity to enjoy space, privacy, and the character of an older property. Built in 1760, the home offers approximately 1,680 square feet of living space and plenty of room to explore the possibilities. The expansive parcel provides a peaceful setting with ample outdoor space for gardening, recreation, entertaining, or simply enjoying the privacy of your own property. Inside, the home offers four bedrooms and one full bath, providing a flexible layout with plenty of potential to make the space your own. The generous acreage creates opportunities for those looking for more land while still being conveniently located in Middletown. Whether you're looking for a property with history, land, or the opportunity to bring your own vision to life, 150 Millbrook Road is worth a look. Come see the property and discover its potential for yourself
USD 340,000
Ridge Rd, Middletown, Home For Sale
View photo
House · for sale
USD 549,900
USD 165/sq.ft
Ridge Rd, Middletown, Home For Sale
Middle Haddam
· 3,315 sq.ft · 5 Bedrooms · 4 Baths · House
· Fireplace · Cellar
Middle Haddam · 3,315 sq.ft · 5 Bedrooms · 4 Baths · House · Fireplace · Cellar
Welcome to this beautiful 10-room home offering 3,316 square feet of living space, five bedrooms, three full bathrooms, and a half bath. Mature landscaping enhances the property's charm and creates an inviting setting. The spacious layout offers. Plenty of room for everyday living and entertaining with flexibility to suit your needs. The first-floor primary bedroom features a private full bathroom for convenient main level living. Three fireplaces add warmth and character, including one in the basement. Where you'll find a half bath. There is an outbuilding equipped with heat, air conditioning and sink provides additional space for hobbies, a workshop, or create a pursuit. With generous living space and distinctive features throughout, this lovely property is ready for its new owners to make it their own
Welcome to this beautiful 10-room home offering 3,316 square feet of living space, five bedrooms, three full bathrooms, and a half bath. Mature landscaping enhances the property's charm and creates an inviting setting. The spacious layout offers. Plenty of room for everyday living and entertaining with flexibility to suit your needs. The first-floor primary bedroom features a private full bathroom for convenient main level living. Three fireplaces add warmth and character, including one in the basement. Where you'll find a half bath. There is an outbuilding equipped with heat, air conditioning and sink provides additional space for hobbies, a workshop, or create a pursuit. With generous living space and distinctive features throughout, this lovely property is ready for its new owners to make it their own
USD 549,900
Spring St, Middletown, Home For Sale
View photo
House · for sale
USD 305,900
USD 194/sq.ft
Spring St, Middletown, Home For Sale
Middle Haddam
· 1,572 sq.ft · 5 Bedrooms · 2 Baths · House
· Equipped kitchen · Cellar · Parking
Middle Haddam · 1,572 sq.ft · 5 Bedrooms · 2 Baths · House · Equipped kitchen · Cellar · Parking
Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26* Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for owner-occupants and investors alike. Unit 1 has been freshly updated with new flooring, fresh paint, an updated kitchen and bath, and ceiling fans. Unit 2 offers a functional layout with an enclosed sun porch and its own private entry. Separate utilities, including two electrical panels and two heating systems, keep operating simple. Additional highlights include enclosed porches, new flooring and updates throughout, an open unfinished basement with plenty of storage, and off-street parking for multiple vehicles. Appliances will be provided with the right offer. Close to Wesleyan University, hospitals, parks
Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26* Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for owner-occupants and investors alike. Unit 1 has been freshly updated with new flooring, fresh paint, an updated kitchen and bath, and ceiling fans. Unit 2 offers a functional layout with an enclosed sun porch and its own private entry. Separate utilities, including two electrical panels and two heating systems, keep operating simple. Additional highlights include enclosed porches, new flooring and updates throughout, an open unfinished basement with plenty of storage, and off-street parking for multiple vehicles. Appliances will be provided with the right offer. Close to Wesleyan University, hospitals, parks
USD 305,900

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