406 properties for sale in Trailer Haven

Ocean View Santa Cruz, breathtaking views of the Santa Cruz skyline, and expansive panoramic unobstructed Monterey Bay full ocean view extending to Moss Landing, Monterey, and beyond. Captivating your attention are the Giant Dipper, sailboat races, and colorful scenes of Santa Cruz. Escape to your private hideaway tucked into the upper Westside. A gated entrance driveway, lined with custom exterior lighting, makes a striking statement. This iconic home boasts a great room filled with abundant natural light, floor-to-ceiling walls of windows, sliding glass doors, and high ceilings. Discover the grotto kitchen with an island gas cooktop and formal dining room. The spiral staircase leads to 4 rooms and 2 full bathrooms. A double-sided fireplace is the focal point of the cinemau002Fplay or billiard room, 1u002F2 bath, bar service room, and exclusive wine cellar. The sliding glass double doors lead to the pool, hot tub, sauna, and patio. BBQ entertain or relax while soaking in the ocean vie

Centrally located duplex situated on a large garden property at the end of a quiet cul-de-sac in the banana belt of Santa Cruz. Each light filled unit features 2 bedrooms, 1 full bath, a front porch, new flooring and paint, a nice size kitchen, and a rear deck with views of the yard. Each unit has its own full size garage with laundry hook ups and separate PGE and water meters, plus there is an additional basement storage area. Included is a downstairs permitted heated bonus room with its own full bathroom and separate entrance, which would be ideal for a home office, workout room or ADU conversion. The delightful grounds include many mature trees, a large lawn, horse shoe and firepit, and a wide variety of plants and flowers. The pedestrian bridge at the end of the street provides easy access to the river walk and Downtown Santa Cruz. Conveniently located near UCSC, Hwy 17, beaches, Boardwalk, Seabright and Midtown shops and restaurants. An excellent opportunity to own a home in the h

Some homes simply have an address; this one has a vantage point. From the moment you step inside 116 Monterey Street, a coastal panorama unfolds: Loma Prieta stands sentinel to the east, the iconic Santa Cruz Boardwalk and Wharf shimmer below, and the Monterey Bay Marine Sanctuary stretches to the horizon. This Mediterranean masterpiece was entirely reimagined in 2007 by the current owners, ensuring every detail was overseen with an owners eye for perfection. They meticulously preserved the vintage character, designing a high-end modern residence around that historic core. From the structural integrity to the lush, professional landscaping, every inch of this property has been built, lived in, and maintained to an immaculate standard. Situated just steps from West Cliff Drive and the Cowells Beach stairs, this residence caters to an active lifestyle centered around the ocean. The chef's kitchen, anchored by a Wolf range and a generous island, makes entertaining effortless. Evenings end

Tucked just around the corner from the bustling activity of Upper Ocean Street, this charming Craftsman welcomes you home with a refreshing burst of color to 1028 square feet of comfortable living space bedecked in bright tones and artful appointments. Enjoy the good life amidst over $60K of recent improvements and upgrades, with hardwood floors in all the main living areas providing a warm and inviting atmosphere, enhanced by a cozy fireplace. The kitchen is equipped with a farmhouse copper sink, Miele dishwasher and gas oven-range, perfect for those who love to cook, and a mud room with washer and dryer provides ideal transition to the back yard. There is a detached oversized garage suitable for a large vehicle with ample shop space and a special enclosed'catio' for the kitties, where someone seeking flexible living arrangements can explore converting the entire 320 SF building to an independent Accessory Dwelling Unit. The outdoor areas have been converted to a lush environment with

Welcome to one familiy's dream well lived, and now your opportunity! This sunny, quiet retreat on 12+ acres has vast valley views, and shimmering Bay Views in the background. Numerous trails, level areas, and Redwood Groves are all a part of this magnificent site. A warm, friendly design enjoys; 3 bedrooms and 2 baths all on the main level (approx. 1400SF). In the LR and Kitchen, you have open beam ceilings that expand the feel of the views around all sides. The new decks create space for morning coffee, sunsets of colors, and relaxation in a natural paradise. Downstairs you have additional 640SF used as a family room or guest quarters with additional office, space, and a full bath. You have two driveways; one to the main level, and another to the lower level where the two car garage is located. Lots of parking for guests! You can make this your dream knowing: the new roof, decks, heat, interior/exterior paint, and flooring are done! A few minutes to 41st shopping, stunning beaches, re

The Willey House at 105 Sylvar Street in Santa Cruz, is a historically designated Victorian residence set behind a canopy of mature trees on Santa Cruzs historic Mission Plaza. This iconic property blends timeless Stick-Eastlake architecture with rich local heritage and enduring character. Originally built in 1887 for Henry Willey, the first president of Peoples Bank, this distinguished 3,698 square foot residence showcases unparalleled craftsmanship. Expertly constructed from locally harvested old-growth heart redwood, the 6-bedroom, 4.5-bathroom residence stands as a testament to enduring quality. Every corner of the home tells a story, from its intricate woodwork, detailed stained glass, and steeply pitched rooflines to the inviting wrap-around porch and period detailing throughout. Tall windows flood the interior with natural light, highlighting soaring, vaulted ceilings, original millwork, and elegant living spaces designed for both entertaining and everyday living. The home offer

Great Value at $511 a square foot, especially compared to County median of over $800 a square foot! Truly your own private paradise just minutes to beach, quaint Aptos Village with restaurants, New Leaf Market and shopping, not to mention incredible state parks, all within a few minute drive, bike or walk. If you're tired of the cookie cutter faire that's out there, especially at this price point, this property may be just what you have been seeking. Set on a sunny, level 1u002F3 acre this charming approximately 1700 square foot country home harkens back to a simpler time, and the neighbors still know and look after one another here as well. Horizontal exterior wood siding, hardwood floors and stained vertical pine interiors, dimensional framing lumber. It's all there. The foundation has been completely redone with permits and some electrical upgraded. The separate living and family rooms, kitchen, 2 bedrooms and full bath are all at the entry level. One bedroom, a bonus room and half

This 3-bedroom, 2-bath home features an open floor plan that connects the main living areas for practical, comfortable living. A compact backyard offers the chance to create a cozy outdoor space for relaxing or entertaining. Currently tenant occupied, the home provides a solid foundation for those seeking a Santa Cruz property with potential and flexibility. Whether you are looking for a place to call home or an income property this home fits multiple needs. Termite inspection done and home inspection to be completed April 28th

Sophisticated coastal living meets an unbeatable location in this beautiful 3-bedroom, 2-bathroom Santa Cruz home. Tucked away on a quiet cul-de-sac, this elegant turnkey property features a private backyard gate opening directly onto the Neary Lagoon Park trails, offering a tranquil nature reserve right at your doorstep. The location is truly unparalleled, situated just steps from Santa Cruz High School and a flat, scenic 15-minute stroll to the beach, West Cliff Drive, and the iconic Santa Cruz Beach Boardwalk. Enjoy the perfect blend of coastal tranquility and urban convenience with vibrant downtown dining, cafes, and boutiques only minutes away. Designed for effortless modern living, the home boasts contemporary finishes alongside essential recent upgrades, including a newer heating system, a newer water heater, a brand-new garbage disposal, and stunning new quartz kitchen countertops. The property has nectarine, cherry, and grape trees, as well as two parking spots consisting of o

Extraordinary custom home in prime pleasure point location. Only 100 steps to one of the best cliff edge, ocean view, walking streets in Santa Cruz. Home was built in 2005 built with the finest quality materials. Imported italian marble floors, spiral entry staircase with stainless handrails, commercial 3 story elevator, birds eye maple cabinetry, Brazilian granite slabs, commercial skylights, Sub zero refrigerators, six burner wolf stove and hood, kitchen island with wave sink feature, two balconies, The basement is a finished 1500 SF family room. Koi pond next to entry is surrounded by tropical vegetation, bronze fences and gate and a walkway that leads to the private backyard oasis

Ideally located on Santa Cruz highly sought after Westside community, this beautifully maintained, light-filled home offers the perfect blend of comfort, privacy, and coastal lifestyle. Tucked away on a secluded flag lot, this home provides a rare sense of retreat yet close to everything. Updates include renovated upstairs bathrooms, featuring a soaking tub and walk-in shower. An oversized main bedroom suite with a large walk in closet. A half bath on the main level is ideal for guests. Designed for both everyday living and entertaining, the home features a spacious family room, formal dining area and a separate living room with a cozy gas fireplace. Fresh exterior paint enhances curb appeal, with abundant natural light throughout. Front and back private yards, perfect for relaxing, gardening or gatherings. A long shared driveway, an attached two-car garage and additional front parking offer exceptional convenience in this prime Westside location. Within easy walking distance to downto

For this location, under $1M its honestly hard to beat. Youre a few minutes to Scotts Valley, 17, and midtown, with backroad options that end up being more useful than youd think. Close to Skypark, Henry Cowell, Whole Foods, The Buttery, and still an easy drive to the beach. Its quiet here. Trees, birds, and none of the usual road noise. Good light too, sun in the morning, shade later, so youll probably find yourself outside more than expected. Inside, its simple and it works. Original hardwood floors, beadboard, and a loft that adds a little flexibility. Just under 1,000 sq ft, but it doesnt feel tight. The kitchens the standout, bigger than youd expect, open to the living space, with real storage and a proper pantry. The bathrooms been updated with a new shower insert, vanity, and an operable skylight. Theres also a tankless water heater, added insulation, and structural work already handled in the garage. Outside, theres a new front door, updated fencing between neighbors, and fresh

Nestled in a meadow & surrounded by over 21 acres of natural beauty, this magnificent gated Tuscan-inspired estate includes 1.5 acres of Pinot Noir grapes, offering a unique opportunity to own a private vineyard just 10 minutes from both Santa Cruz & Hwy 17 for easy access to Silicon Valley. At the heart of the single-level home lies a charming gated interior courtyard adorned with fruit trees, an outdoor fireplace, & a welcoming guest suite. The homes open layout, with abundant windows & French doors, invites seamless indoor-outdoor living. The spacious great room flows effortlessly into a chefs kitchen with other spaces including a formal dining room, family room & a pass-through bar opening to a built-in BBQ center beside the resort-style pool. The expansive grounds offer a bocce court, greenhouse, raised garden beds, a custom playground, a two-story treehouse with suspension bridge, pool & spa with designated bath, & multiple outdoor dining & lounge spaces. For automotive enthusias

Outstanding rental property investment opportunity in central Santa Cruz! Well maintained triplex with many recent improvements, highly desirable two-bedroom apartments, and a strong rental history. Ideally located near the rapidly growing downtown area with a Very walkable and Bikers Paradise rating that offers easy access to restaurants, shops, Whole Foods Market, Highway 1, the pier, Boardwalk, and beaches. Each unit has a private outdoor patio area and rare attached two-car garage that provides ample options for off-street parking, storage, and bonus living space. Lower operating expenses due to recent improvements and the potential for long-term value appreciation make this an excellent investment opportunity in a prime Santa Cruz location. Recent improvements include a newer roof, exterior paint job, sewer lateral replacement, water main replacement, newer water heaters, and interior flooring updates. Triplexes in Santa Cruz with this excellent condition, desirability, and long-t

Discover coastal living with this split level Santa Cruz Home! The primary bedroom and bath on the first level with access to the custom flagstone back patio. Step up the artistically designed staircase to meet your kitchen, living room, and second bedroom and bathroom. Continue up a floating staircase to the loft. The property is located in a quiet complex off Capitola Rd, just minutes to Highway 1 and a short bike ride to Twin Lakes beaches, Live Oak Farmers Market, Santa Cruz Small Craft Harbor, and the Crows Nest! The kitchen is equipped with a new dishwasher, custom granite countertops, cabinets, and sink. Making meal preparation and clean-up a breeze. The home's interior features engineered hardwood flooring in living areas, tile in the kitchen and bathrooms, and carpet in the loft. The home even has beautiful cedar wood closets! Cozy up by the fireplace to warm up on cool coastal nights or set the thermostat on the new furnace and air purification system. Additional amenities in

Walkable midtown living in a thoughtfully renovated 1932 farmhouse. This 3-bedroom, 1-bath home offers 1,200 square feet on an oversized 6,273 sq ft lot with abundant off-street parking and RV potential. Step outside and you are minutes from Water Street shops, cafes, and dining, with Seabright State Beach a short walk away. With a Walk Score of 90, daily errands and weekend plans are right at your doorstep. Inside, vaulted ceilings and sun-drenched rooms create an open, light-filled feel. The remodeled kitchen features quartz countertops and stainless appliances, while refinished original details add warmth and character. The updated bathroom includes marble finishes and a walk-in shower. A finished attic bonus room provides flexible space for guests, storage, or a quiet retreat away from street activity. The fully fenced backyard is built for outdoor living, with a deck, fire pit area, and low-maintenance landscaping. Central forced-air heating and dual-pane windows complete this mov

319 Jessie St, Santa Cruz-Turnkey Cash Flow in a Supply-Starved Market. At $4,800/month in current rental income, this East Santa Cruz income property is already working for you from day one. Annualized, that's $57,600 in gross rents in a coastal California city where vacancy rates stay historically low and rental demand consistently outpaces supply. The 3-bed, 2-bath single-story home spans 1,475 sq ft on a 5,009 sq ft lot with a 2-car attached garage and parking for up to four vehicles. Long-term tenants are in place, eliminating the typical turnover headache and stabilizing your returns immediately at close. RL zoning adds a layer of upside worth exploring potential for additional density or future development, subject to buyer verification with the City of Santa Cruz. The shared driveway arrangement with neighboring 315 Jessie St. Keeps the footprint efficient. Whether you're 1031-exchanging into a low-maintenance hold or anchoring a growing Santa Cruz portfolio, this property deli

A house and a half for the price of a house! Incredible value, with two legal units in the heart of Santa Cruz, convenient to everything on an ideal commute location, yet tucked away on a quiet back street in a close-knit community of longtime happy neighbors. The well-maintained main residence offers 1,510 sq ft of living space with 3 spacious bedrooms and 2.5 bathrooms. The primary suite includes a spacious bath with a double sink vanity and a walk-in shower. The large backyard features mature landscaping in multiple areas including a producing lemon tree, and offers exceptional privacy along with extra space that is ideal for gardening or outdoor projects, plus an oversize 2 car shop/garage. The legal second residence currently rented for $1225 per month offers 399 SF of open living space with full kitchen and bath its own 1 car garage, and there is additional off-street parking in the driveway for 3 more vehicles. There's even a detached bonus office/art studio that hasn't been use

Welcome to your almost free-standing slice of serenity planned unit development in the heart of Santa Cruz. This private, quiet, and spacious single-story townhome shares only one wall with its neighbors and offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms and 1 beautifully updated bathroom, this home has been thoughtfully remodeled throughout. The modern kitchen shines with new cabinetry, countertops, sink, stove, dishwasher, and garbage disposal, all designed for both functionality and style. The fully renovated bathroom includes a sleek walk-in tile shower, a new vanity, updated fixtures, and improved ventilation. Fresh paint and engineered wood flooring flow effortlessly throughout the home, creating a clean, contemporary feel. Step outside to a generous private lanai, an ideal space for relaxing or entertaining, with a peaceful backdrop of a greenbelt managed by the Santa Cruz Land Trust. Located just minutes from beaches, shopping, restaurants, an

It's chic beach living! Ocean views and fresh ocean breeze within walking distance to the Santa Cruz Wharf. Mediterranean style townhouse in the gated Villa Mar Vista community on Beach Hill. This beautifully kept 3 bedrooms and 3 full bathrooms across 1,350 interior square feet. Quality construction includes a clay/tile roof. Amenities include a one-car attached garage with storage, inside laundry, and nine-foot alcove ceilings on the main level. Enjoy year-round comfort with three gas fireplaces in the living room and primary bedroom, plus a private rear paver patio for outdoor enjoyment. The primary benefit is the unrivaled location, offering bay and ocean views with a short stroll to Santa Cruz beaches, the Boardwalk, and Pacific Avenue

Stunning ocean views are included along with all furnishings in this lovely beach front, 2nd floor unit. Located in central Monterey Bay means a short drive to Carmel or Santa Cruz. Private gated vacation homes on miles of beachfront. Stroll the beach, play tennis or pickleball, bird watch or just relax. Experience coastal living at its finest

In escrow with standard contingencies. Sellers would LOVE to see a strong back up offer. Don't be bashful! A Spanish-style jewel on a quiet street, this 2 bed, 1.5 ba stucco cottage is naturally cool in summer and comfortably warm in winter. Step inside the graceful arched doorway to the cozy living room with hand-selected Saltillo tile floors, garden views, and Taos-feel fireplace. Short hallways lead to bedrooms, bathrooms, and a galley kitchen with hardwood floor and plenty of cupboard space. Skylights, clerestory windows & glass doors provide pure natural light as you step from the larger bedroom into the sunroom/artists studio. Formerly a garage, this light-filled room has 2 sets of double doors to patio and garden areas. Open the doors & provide a delightful indoor-outdoor space for gatherings, w/ a brick patio in front home & a tiled deck overlooking a drought-resistant garden of flowering shrubs & fruit trees. Pick your own avocados, pears, lemons & tangerines, dine in the gard

Perched atop 3.42 private acres overlooking Monterey Bay and the lights of Santa Cruz, this extraordinary legacy estate offers a rare blend of privacy, scale, and proximity to Silicon Valley. Designed for those who value both connection and retreat, the property presents an exceptional opportunity for multigenerational living, executive respite, or a private family compound. Expansive indoor and outdoor gathering spaces create an ideal setting for entertaining on any scale, from intimate family celebrations to grand events. Sweeping views, open grounds, and thoughtfully designed living areas provide a seamless backdrop for creating lasting memories while enjoying the natural beauty of the Central Coast. The estate's generous footprint offers flexibility for extended family, guests, personal collections, creative pursuits, or executive work-from-home lifestyles. Whether envisioned as a private sanctuary, an entertainer's showcase, or a generational asset to be enjoyed for decades to com

Located on a quiet cul-de-sac in Live Oak, this freshly renovated and charming single-level 3-bedroom, 2-bathroom home offers 1,163 square feet of comfortable living space. The primary bedroom with an ensuite and walk-in closet is conveniently positioned in this well-thought-out floor plan. The kitchen features quartz countertops, a built-in oven range & hood, built-in microwave, new stainless dishwasher, and a new stainless refrigerator with cabinet surround. New reverse-osmosis filtration system for fresh drinking water from the kitchen faucet. Beautiful original hardwood floors (refinished) throughout with new carpet in two of the bedrooms. The gorgeous family room/kitchen combo seamlessly flow into the spacious and private backyard featuring raised beds, a wood-burning Santa Maria grill, custom storage shed, copper outdoor shower, and extra space for your imagination to wonder. The two-car garage has been converted. Enjoy low utility bills as the home is equipped with solar on the

Shorebird 304 is a 25% Shared Ownership offering. Unbelievable view of the beach, ocean and bay. Enjoy 1 week each month in the beautiful 3rd level 2 bedroom 2 bath. Completely remodeled and furnished, ready for summer fun! Share this expense and time with 3 other beach loving partners