Waterfront homes for sale & real estate in Sleepy Hole, VA

11 homes

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ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Welcome to this exquisite Spanish-style waterfront estate which offers over 6,500 sq. ft. of timeless elegance on nearly 6 acres. Completely refreshed with a clay tile roof, new plywood, fresh paint, and renewed stucco. Inside, enjoy 5 en suite bedrooms including a main-level suite with handicap access and a lavish primary retreat featuring dual toilets, soaking tub, private bar/lounge, and adjacent gym or bonus room. The grand foyer opens to soaring ceilings, porcelain tile floors, and designer lighting that flows into spacious living and dining areas. The chef’s kitchen showcases custom cabinetry, Level 5 granite, premium stainless appliances, and a striking gold backsplash. Additio

$1,745,000

5 beds5.5 baths6,560 sq ft

121 Windy Point Dr, Suffolk, VA 23435

Soaring ceilings • Handicap access • Clay tile roof

$570,000

4 beds2.5 baths2,564 sq ft

4102 Bluebill Dr, Suffolk, VA 23435

1.06 acre lot • 2 garage spots • Built 2003

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ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Welcome home to the beautiful Bennetts Creek Landing neighborhood!This well-maintained home offers over 3,000 sq ft of living space and has been lovingly cared for with many recent upgrades. New upstairs HVAC (2024), hot water heater (2024), new carpet (2024), and a 2-year-old roof with 50-year Dupont Architectural shingles. A newly built 12x24 detached garage with loft features 50-amp power—great for storage, hobbies, or a workshop. Inside, enjoy Anderson windows, a 2-story foyer, and hardwood floors throughout the entire home. The primary bathroom has been beautifully updated for a modern touch. This property sits on over a half-acre lot and offers exceptional outdoor living. A priv

$749,000

4 beds2.5 baths3,080 sq ft

113 Windy Point Dr, Suffolk, VA 23435

2 year old roof • New carpet • Hot water heater

ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Home is being sold as is, where is, with no repairs or inspections provided by the seller. Buyer is advised to perform their own due diligence. This investor special includes a 750sf home on a spacious 0.4-acre lot, being sold together with the adjoining lot behind the property (13A Queen 17 * 19, 0.34/Acres). Excellent opportunity for investors, rehabbers or first time buyers ready to put in sweat equity. Whether you are looking for a fix and flip, to grow your rental portfolio, or to build your first home, this property offers endless possibilities.

$125,000

2 beds1 bath750 sq ft

4275 Cole Ave, Suffolk, VA 23435

Adjoining lot • Spacious lot • Investor special

ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Make this your ONE AND DONE! Nestled on a serene, wooded 1.27-acre lot in the esteemed Bennet's Creek neighborhood, this custom-built Craftsman home blends elegance with modern comfort. Spanning 3,174 sq ft, offering 4 bedrooms, 3.5 baths, and superb living spaces bathed in natural light. Step inside to gleaming hardwood floors, a sophisticated gourmet kitchen with granite, gas range, offset oven & a spacious pantry. The first-floor bedroom boasts a rare ensuite. Upstairs, the luxurious primary retreat showcases tray ceilings, dual shower heads & a walk-in closet to dream about. A vast bonus room over the garage adds versatility. Outside, the screened porch invites peaceful view

$720,000

4 beds3.5 baths3,174 sq ft

3726 Willow Glenn Cir, Suffolk, VA 23435

First-floor bedroom • Primary retreat • Wooded lot

Property at 223 Creek Front Ln, Suffolk, VA 23435, 4 beds, 3 baths

$574,000

4 beds3 baths2,832 sq ft

223 Creek Front Ln, Suffolk, VA 23435

Property at 1006 Paragon Way Unit D, Suffolk, VA 23435, 4 beds, 3 baths

$460,000

4 beds3 baths2,390 sq ft

1006 Paragon Way Unit D, Suffolk, VA 23435

Property at 4408 Abercorn Dr, Suffolk, VA 23435, 4 beds, 2.5 baths

$539,770

4 beds2.5 baths2,278 sq ft

4408 Abercorn Dr, Suffolk, VA 23435

Property at Lot197 Raintree Cir, Suffolk, VA 23435

$225,000

— beds— baths— sq ft

Lot197 Raintree Cir, Suffolk, VA 23435

Property at L195 Raintree Cir, Suffolk, VA 23435

$225,000

— beds— baths— sq ft

L195 Raintree Cir, Suffolk, VA 23435

Property at L188 Raintree Cir, Suffolk, VA 23435

$189,000

— beds— baths— sq ft

L188 Raintree Cir, Suffolk, VA 23435

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ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
GREAT LOCATION! BEAUTIFUL UPDATED CONDO IN THE WESTERN BRANCH AREA OF CHESAPEAKE! BEAUTIFUL KITCHEN WITH QUARTZ COUNTERTOPS, NICE CABINETS AND STAINLESS STEEL APPLIANCES! 1ST FLOOR MASTER BEDROOM WITH ENSUITE BATH AND WALK-IN CLOSET! VERY NICE 2ND STORY MASTER BEDROOM WITH VAULTED CEILING AND VIEW OF POND AND FOUNTAIN! ALL OF THE 3 BEDROOMS IN THIS HOME HAVE A WALK-IN CLOSET AND BUILT-IN SHELVING FOR SHOES OR MORE CLOTHES! EXTRA ROOM FOR OFFICE OR STORAGE! BEAUTIFUL LUXURY VINYL PLANK FLOORING! FRESHLY PAINTED! BRAND NEW WATER HEATER! NICE OUTDOOR AREA W/ PATIO TO ENJOY! BEAUTIFUL, RESORT-LIKE POOL AREA WITH GRILLS + EATING AREA! NICE WALKING TRAIL AROUND THE OTHER POND! NO WATER OR SANIT

$334,900

3 beds2.5 baths1,776 sq ft

2024 Finchley Dr #385, Chesapeake, VA 23321

1,306 sq ft lot • $275 HOA • Car-dependent

ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Step into style and serenity with this beautifully updated condo nestled in the sought-after Masters Community. This spacious 3-bedroom home offers: Bright, open kitchen with new quartz countertops, new appliances, LVP flooring, and three pantries, freshly painted interior with new carpet throughout, two cozy fireplaces for added charm, updated light fixtures for a modern touch, screened-in porch off the living room overlooking a peaceful wooded area, just steps from one of the community pools, attached 2-car garage for convenience and storage. Enjoy the perfect blend of comfort, style, and location in a community known for its amenities and tranquil surroundings.

$363,000

3 beds2.5 baths2,272 sq ft

2062 Nicklaus Dr, Suffolk, VA 23435

$368 HOA • 2 garage spots • Car-dependent

ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Harbour View Owner's AssociationHarbour View Owner's Association

$635,000

4 beds3 baths3,435 sq ft

5110 Hunters Creek Pl, Suffolk, VA 23435

1.78 acre lot • $48 HOA • Garage

ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Skip the wait and expense of a new build, this 2022 home is move-in ready with upgrades already done in 2024! Offering 2,653 sq. ft. , 4 bedrooms, 2.5 baths, and a first-floor primary suite, it blends modern design with thoughtful details like LVP flooring, a gas fireplace, granite counters, and upgraded stainless appliances. Extras include plantation shutters, custom window treatments, ceiling fans, surround sound wiring, and a screened porch with privacy curtains. One of the best locations in the community with pond, clubhouse, and pool views the builder charged more for. Steps from trails, the dog park, and the clubhouse this home has it all. Schedule your showing today!

$512,490

4 beds2.5 baths2,653 sq ft

3105 Lantern Pl #47, Chesapeake, VA 23321

2,012 sq ft lot • $355 HOA • 2 garage spots

ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Discover an unparalleled waterfront opportunity in one of Hampton Roads’ most prestigious communities. This custom-built 3 level Neoclassical residence in The Riverfront designed with expansion in mind. 4600 sq ft finished, over 2000 unfinished 3rd floor. Three car garage with 50amp EV charger. 4 BR suites, 5 baths, expansive exercise/family-room. 148ft pier and large pool. MBR suite with fireplace and private balcony, heated BR floor, jetted tube, bidet, custom cherry cabinets and daily sunsets across the mouth of the Nansemond River. Custom drapes throughout, handcrafted trim/millwork, large stone carved masonry fireplace. Custom hand finished solid cherry cabinets and bookcases. Th

$2,500,000

4 beds4.5 baths4,661 sq ft

4007 River Park Dr, Suffolk, VA 23435

0.9 acre lot • $56 HOA • 3 garage spots

3D & VIDEO TOUR

ABOUT THIS HOME
Waterfront Home for sale in Sleepy Hole, VA:
Enjoy serene lakefront living with your own private stationary dock, bulkhead, and Trex deck perfect for fishing, kayaking, and outdoor gatherings. This beautifully updated ranch offers nearly 2,500 sq. ft. of living space with 4 bedrooms, 2 baths, including a versatile finished room over the garage. The layout features a wide-open foyer leading to a formal living/dining area, a family room with gas fireplace, and a modern kitchen with granite counters, white cabinetry, and black stainless-steel appliances. The primary suite includes dual vanities, a soaking tub, and tiled shower. Upgrades include Interior paint, HVAC 2018, most windows, roof, gutters and H20 heater. Set on a 0.27-acre lot

$575,000

4 beds2 baths2,489 sq ft

2119 Seastone Trce, Chesapeake, VA 23321

0.27 acre lot • $44 HOA • 2 garage spots

Property at 321 Tindalls Ct, Suffolk, VA 23436, 5 beds, 4 baths

$1,150,000

5 beds4 baths3,806 sq ft

321 Tindalls Ct, Suffolk, VA 23436

Waterfront Homes for Sale in Sleepy Hole

There are currently 11 waterfront homes for sale in Sleepy Hole at a median listing price of $498K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Sleepy Hole stay on the market for 76 days and receive 1 offers. Popular neighborhoods include The Riverfront at Harbour View, Bennett Creek, Nansemond, Dunedin, Western Branch, Driver Village, Kings Pointe, Chuckatuck, Cypress, and Baileytown. This map is refreshed with the newest listings in Sleepy Hole every 15 minutes.

In the past month, 20 homes have been sold in Sleepy Hole. In addition to houses in Sleepy Hole, there were also 31 condos, 4 townhouses, and 0 multi-family units for sale in Sleepy Hole last month. Sleepy Hole is a not walkable neighborhood in Suffolk with a Walk Score of 7. Sleepy Hole is home to approximately 11,843 people and 1,025 jobs. Find your dream home in Sleepy Hole using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Sleepy Hole are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Sleepy Hole. If you're looking to sell your home in the Sleepy Hole area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Sleepy Hole with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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