139 houses for sale in Cypress Isle

Pueblo St
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House · for sale
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Pueblo St
Cypress Isle
· 1,636 sq.ft · 4 Bedrooms · 2 Baths · House
Cypress Isle · 1,636 sq.ft · 4 Bedrooms · 2 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
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Whitney Isles Dr
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House · for sale
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Whitney Isles Dr
Cypress Isle
· 4,026 sq.ft · 4 Bedrooms · 4 Baths · House
Cypress Isle · 4,026 sq.ft · 4 Bedrooms · 4 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
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Somersworth Ct
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House · for sale
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Somersworth Ct
Cypress Isle
· 2,390 sq.ft · 4 Bedrooms · 2 Baths · House
Cypress Isle · 2,390 sq.ft · 4 Bedrooms · 2 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
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Stillington St
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House · for sale
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Stillington St
Cypress Isle
· 2,799 sq.ft · 4 Bedrooms · 3 Baths · House
Cypress Isle · 2,799 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
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Hidden Beach Cir
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House · for sale
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Hidden Beach Cir
Cypress Isle
· 2,616 sq.ft · 4 Bedrooms · 3 Baths · House
Cypress Isle · 2,616 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
Whitman Cir
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House · for sale
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Whitman Cir
Cypress Isle
· 1,249 sq.ft · 2 Bedrooms · 2 Baths · House
Cypress Isle · 1,249 sq.ft · 2 Bedrooms · 2 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
Stillington St
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House · for sale
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Stillington St
Cypress Isle
· 2,885 sq.ft · 4 Bedrooms · 3 Baths · House
Cypress Isle · 2,885 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
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Down Lakeview Cir
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House · for sale
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Down Lakeview Cir
Cypress Isle
· 9,192 sq.ft · 7 Bedrooms · 8 Baths · House
Cypress Isle · 9,192 sq.ft · 7 Bedrooms · 8 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
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Licorice Way
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House · for sale
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Licorice Way
Cypress Isle
· 2,174 sq.ft · 3 Bedrooms · 2 Baths · House
Cypress Isle · 2,174 sq.ft · 3 Bedrooms · 2 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
Cassino Ave
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House · for sale
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Cassino Ave
Cypress Isle
· 1,195 sq.ft · 2 Bedrooms · 1 Bath · House
Cypress Isle · 1,195 sq.ft · 2 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
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Leafy Way
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House · for sale
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Leafy Way
Cypress Isle
· 1,604 sq.ft · 3 Bedrooms · 2 Baths · House
Cypress Isle · 1,604 sq.ft · 3 Bedrooms · 2 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
Glynde Hill Dr
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House · for sale
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Glynde Hill Dr
Cypress Isle
· 3,305 sq.ft · 4 Bedrooms · 3 Baths · House
Cypress Isle · 3,305 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
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Watervista Dr
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Townhouse · for sale
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Watervista Dr
Cypress Isle
· 2,013 sq.ft · 3 Bedrooms · 3 Baths · Townhouse
Cypress Isle · 2,013 sq.ft · 3 Bedrooms · 3 Baths · Townhouse
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
9245 Southern Breeze Dr, Orlando, FL
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House · for sale
USD 4,500,000
9245 Southern Breeze Dr, Orlando, FL
Cypress Isle
· 6 Bedrooms · 8 Baths · House
· Equipped kitchen
Cypress Isle · 6 Bedrooms · 8 Baths · House · Equipped kitchen
WOW! spectacular lakefront with amazing sunset view. 6-7 bedroom 6 full bath home plus 2 half baths, entertainment room. (Each bedroom has it's own bath) boat dock. Everything upscale. Custom builder remodeled the interior with additional new features spending over $1.4 million close to 6800 sq. FT. 8275. 24 hour gated and guarded community. Interior walls stripped and re-done including electrical, plumbing, floors, air conditioning, automated lighting systems and security surveillance cameras in and out. Extended bonus room upstairs. All modern upscale craftmanship and rich details, state of the art, completed 2018. Must see master bathroom with 2 story his & her closet. Marble slab walls (no grout), oversized master sitting area. Molding and Niches throughout. All living areas have 34x34 inch MARBLE TILE FLOORS. This home includes a gourmet kitchen with updated island, exotic granite countertops and marble floors. All steel appliances, double oven, GAS STOVE, pantry, and elegant cabi
WOW! spectacular lakefront with amazing sunset view. 6-7 bedroom 6 full bath home plus 2 half baths, entertainment room. (Each bedroom has it's own bath) boat dock. Everything upscale. Custom builder remodeled the interior with additional new features spending over $1.4 million close to 6800 sq. FT. 8275. 24 hour gated and guarded community. Interior walls stripped and re-done including electrical, plumbing, floors, air conditioning, automated lighting systems and security surveillance cameras in and out. Extended bonus room upstairs. All modern upscale craftmanship and rich details, state of the art, completed 2018. Must see master bathroom with 2 story his & her closet. Marble slab walls (no grout), oversized master sitting area. Molding and Niches throughout. All living areas have 34x34 inch MARBLE TILE FLOORS. This home includes a gourmet kitchen with updated island, exotic granite countertops and marble floors. All steel appliances, double oven, GAS STOVE, pantry, and elegant cabi
USD 4,500,000
5709 masters boulevard, orlando, us, fl
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House · for sale
USD 1,275,000
5709 masters boulevard, orlando, us, fl
Cypress Isle
· 4 Bedrooms · 3 Baths · House
· Fireplace · Equipped kitchen · Swimming pool
Cypress Isle · 4 Bedrooms · 3 Baths · House · Fireplace · Equipped kitchen · Swimming pool
Under contract-accepting backup offers. Virtually Staged. Welcome to an exceptional opportunity in the heart of Bay Hill, situated directly on the green of Hole 4—one of the community’s most sought-after golf course locations. This homesite offers sweeping views of manicured fairways, mature trees, and pristine landscape, delivering the privacy, prestige, and scenery that define the Bay Hill lifestyle. This spacious single-story, 4-bedroom, 3-bath home features 2,528 sq ft of living space and a smart, well-designed layout centered around golf views and indoor-outdoor living. High ceilings, large architectural windows, and multiple sets of French doors fill the home with natural light and frame tranquil views of the pool and course. Tile flooring runs throughout, and the home includes multiple living and dining areas, a wood-burning fireplace, and a large indoor laundry/mudroom with built-in cabinetry. The expansive kitchen offers tremendous potential with abundant cabinetry, a peninsul
Under contract-accepting backup offers. Virtually Staged. Welcome to an exceptional opportunity in the heart of Bay Hill, situated directly on the green of Hole 4—one of the community’s most sought-after golf course locations. This homesite offers sweeping views of manicured fairways, mature trees, and pristine landscape, delivering the privacy, prestige, and scenery that define the Bay Hill lifestyle. This spacious single-story, 4-bedroom, 3-bath home features 2,528 sq ft of living space and a smart, well-designed layout centered around golf views and indoor-outdoor living. High ceilings, large architectural windows, and multiple sets of French doors fill the home with natural light and frame tranquil views of the pool and course. Tile flooring runs throughout, and the home includes multiple living and dining areas, a wood-burning fireplace, and a large indoor laundry/mudroom with built-in cabinetry. The expansive kitchen offers tremendous potential with abundant cabinetry, a peninsul
USD 1,275,000
5314 shadywood lane, orlando, us, fl
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House · for sale
USD 975,000
5314 shadywood lane, orlando, us, fl
Cypress Isle
· 4 Bedrooms · 4 Baths · House
· Equipped kitchen · Parking
Cypress Isle · 4 Bedrooms · 4 Baths · House · Equipped kitchen · Parking
Welcome to 5314 Shadywood Lane, a private Dr. Phillips estate where thoughtful design, expansive scale, and modern infrastructure come together on a rare half-acre homesite. Originally built in 1985 and masterfully expanded and renovated over time, this residence now offers approximately 3,600 square feet of refined living space and more than 5,300 square feet under roof, creating a seamless blend of comfort, entertainment, and everyday luxury. Inside, the home reveals four spacious bedrooms, four full baths, and multiple lifestyle spaces, including a dedicated home theater with wet bar and sound isolation, a workout or bonus room, and an expansive garage and workshop addition. The 2021 kitchen and living area renovation introduced elevated finishes, smart functionality, and timeless design, complemented by porcelain flooring throughout and upgraded electrical, plumbing, and mechanical systems that provide long-term peace of mind. Outdoor living is equally compelling, featuring a heate
Welcome to 5314 Shadywood Lane, a private Dr. Phillips estate where thoughtful design, expansive scale, and modern infrastructure come together on a rare half-acre homesite. Originally built in 1985 and masterfully expanded and renovated over time, this residence now offers approximately 3,600 square feet of refined living space and more than 5,300 square feet under roof, creating a seamless blend of comfort, entertainment, and everyday luxury. Inside, the home reveals four spacious bedrooms, four full baths, and multiple lifestyle spaces, including a dedicated home theater with wet bar and sound isolation, a workout or bonus room, and an expansive garage and workshop addition. The 2021 kitchen and living area renovation introduced elevated finishes, smart functionality, and timeless design, complemented by porcelain flooring throughout and upgraded electrical, plumbing, and mechanical systems that provide long-term peace of mind. Outdoor living is equally compelling, featuring a heate
USD 975,000
9323 Gladys Garden Court, Windermere, US, FL
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House · for sale
USD 11,900,000
9323 Gladys Garden Court, Windermere, US, FL
Cypress Isle
· 6 Bedrooms · 10 Baths · House
· Garden · Fireplace · Parking
Cypress Isle · 6 Bedrooms · 10 Baths · House · Garden · Fireplace · Parking
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptura
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptura
USD 11,900,000
4226 Downeast Lane, Windermere, US, FL
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House · for sale
USD 9,750,000
4226 Downeast Lane, Windermere, US, FL
Cypress Isle
· 5 Bedrooms · 3 Baths · House
Cypress Isle · 5 Bedrooms · 3 Baths · House
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage-ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wil
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage-ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wil
USD 9,750,000
9207 Busaco Park Way, Winter Garden, US, FL
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House · for sale
USD 1,000,000
9207 Busaco Park Way, Winter Garden, US, FL
Cypress Isle
· 5 Bedrooms · 4 Baths · House
· Garden · Fireplace · Equipped kitchen
Cypress Isle · 5 Bedrooms · 4 Baths · House · Garden · Fireplace · Equipped kitchen
Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece-featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a
Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece-featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a
USD 1,000,000

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Keene's Pointe
Bay Point of Bay Hill
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