Chesterfield VA Waterfront Real Estate, Homes, Condos for Sale

Stately brick architecture meets an exceptional waterfront setting in Woodland Pond. Positioned on just over an acre with direct water access and a dock, this home captures sweeping water views across the entire rear of the residence. Expansive windows, soaring ceilings, and beautifully proportioned gathering spaces make the setting a part of everyday living. Hardwood floors flow throughout the first floor, where formal dining room and living room flank the two-story foyer. Beyond the entry, the dramatic family room features a two-story vaulted ceiling, floor-to-ceiling windows, and beautiful built-ins surrounding one of the home’s three fireplaces. The spacious kitchen offers a large island, its own fireplace, and a breakfast nook overlooking the water.The first-floor primary suite provides a private retreat with a generous ensuite bath, walk-in closet, and separate sitting room with direct access to the rear deck. Upstairs, a spacious guest suite with an ensuite bath and walk-in closet offers the flexibility of a second primary. Three additional generously sized bedrooms feature ample closet storage and share a large hall bath. The fully finished walk-out basement adds outstanding space for entertaining and relaxing, with a fireside living area, wet bar, casual dining nook, expansive recreation room, and a cozy den. An attached basement storage shed, currently used as a woodworking shop, provides dedicated space for projects, hobbies, and storage. From quiet mornings on the deck to afternoons by the dock, this home offers inviting ways to enjoy its waterfront surroundings. Woodland Pond’s wooded landscape, distinctive homes, and 120-acre lake complete this memorable setting.

11021 Merganser Terrace, Chesterfield

$264,000

2 Beds ⋅ 2 Baths ⋅ CVR-2627916 MLS

Welcome to Sachem's Head a well established community. The main living area features a warm, focal-point fireplace that anchors the space and sets a relaxed, welcoming tone. Cook and entertain with ease in the bright eat-in kitchen, designed with a smart layout that offers plenty of room for casual dining. Huge sliding glass doors create a seamless indoor-outdoor transition, opening up to a spacious back deck that is perfect for morning coffee, weekend barbecues, and outdoor gatherings. The deck steps down into a private, fully fenced backyard that offers a secure and low-maintenance retreat for pets, play, or small garden projects. Complete with the great convenience of dedicated off-street driveway parking, this turnkey contemporary classic brings together all the right amenities in one efficient package. Some images in this listing have been virtually staged

1410 Water Willow Drive, Chesterfield

$279,900

2 Beds ⋅ 2 Baths ⋅ CVR-2627772 MLS

Beautiful Lakefront Condo with Two Bedrooms and Two Full Baths! Enjoy lakeside living in this inviting two-bedroom, two-full-bath condo! Freshly updated and move-in ready, this home features new paint (2026), a new stove (2025), professionally cleaned carpet (2026), and two new toilets for added comfort and peace of mind. The functional layout offers two spacious bedrooms and two full bathrooms, making it ideal for comfortable everyday living or hosting guests. Enjoy the appeal of living on the lake while taking advantage of the convenience and value of an HOA fee that includes parking, trash service, and water usage. With recent updates and valuable included amenities, this lakefront condo is a wonderful opportunity for anyone looking to enjoy comfortable living in a scenic setting. Don’t miss your chance to make this home your own!

304 Water Pointe Lane, Chesterfield

$585,000

2 Beds ⋅ 3 Baths ⋅ CVR-2626940 MLS

*Professional Photography to be uploaded afternoon of 10/15* Built in 2023, 6261 Courage Trl offers nearly new, low-maintenance living in Chesterfield’s award-winning 55+ resort community, Traditions of America. The Hancock model features a thoughtfully designed open floor plan, engineered hardwood flooring throughout, recessed lighting and generous living spaces designed for both everyday comfort and entertaining. The heart of the home is the open-concept kitchen and living area. The kitchen features white shaker cabinetry, quartz countertops, gas cooking, a huge center island and a separate butler’s pantry offering additional prep and storage space. The expansive living room provides plenty of room for entertaining and is anchored by a fireplace, creating a warm and inviting focal point. The living area flows into the enclosed porch for additional year-round living space. A separate office with barn-style doors creates an ideal private workspace. Offering 2 bedrooms, 2.5 bathrooms and 2,535 sq. ft., this home features two private bedroom suites. The spacious primary suite is highlighted by a cathedral ceiling and an impressive bathroom with a large, handicap-accessible Roman-style walk-in shower enclosed by glass doors. The guest suite includes its own private bathroom with a tub/shower combination and tile surround. Additional features include a walk-up attic providing excellent storage potential and a 2-car direct-entry garage. Best of all, this move-in-ready home provides access to the exceptional Traditions of America lifestyle, including a one-of-a-kind clubhouse, heated pool, pickleball courts, golf simulator, yoga studio, wine lounge, fire pits, walking trails and dog park. Enjoy resort-style 55+ living in a nearly new home that’s ready for its next owner. Check out the virtual tour; see the real thing in person and make this home yours today.

6261 Courage Trail, Chesterfield

$1,399,999

5 Beds ⋅ 4 Baths ⋅ CVR-2624357 MLS

A rare opportunity to own nearly 6,000 square feet of newly constructed living space on 16+ private acres in Chesterfield County—complete with a pond and separate ADU. Designed for both everyday living and entertaining, this exceptional property combines expansive indoor space, privacy, and versatility in a setting that is increasingly difficult to find. The main residence offers an impressive open-concept design highlighted by soaring cathedral and vaulted ceilings, a striking stone fireplace, and abundant natural light. With two primary suites, two additional bedrooms, two flexible office/bonus rooms, a spacious recreation room, loft and walk-in attic, the home provides exceptional flexibility for today's lifestyle. Connected by a breezeway, the private ADU provides its own full kitchen, bedroom, bathroom and living area—ideal for multigenerational living, extended guests, a private workspace or additional living accommodations. Outside, 16+ acres create an extraordinary sense of privacy and possibility, highlighted by a large pond, long private drive, stamped-concrete front and rear porches, and drip irrigation serving the front landscaping. Professional built-in blinds throughout the home add another thoughtful finishing touch.

10512 River Road, Chesterfield

$484,949

5 Beds ⋅ 3 Baths ⋅ CVR-2624753 MLS

Welcome to 7700 Lake Shore Grab your kayak and head down to Rock Creek Park Lake! This beautiful five-bedroom, three-bath waterfront home is truly a dream come true. Perfect for a large or multigenerational family, the lower level features an in-law suite with two bedrooms, a full bathroom, kitchenette, and private living or family room. The spacious main level offers three additional bedrooms, two full bathrooms, an updated kitchen, and a beautiful Florida room overlooking the lake. Step outside onto the private deck off the primary suite and enjoy peaceful water views right from your own backyard. Additional highlights include a two-car garage, circular driveway, and an ideal location convenient to major highways, shopping, dining, and more. With plenty of space, flexible living arrangements, and waterfront living, this special home has everything you’ve been looking for! NEW ROOF 2025 NEW Furnace and most furniture can stay

7700 Lake Shore Drive, Chesterfield

$454,000

3 Beds ⋅ 3 Baths ⋅ CVR-2624534 MLS

Back on the market through no fault of the seller! Don't miss your second opportunity to make this home yours! Waterfront living on Falling Creek Reservoir! Tucked at the end of a quiet dead-end street, this well-maintained brick ranch offers privacy, space, and direct water access. The main level features an updated kitchen with granite countertops, stainless steel appliances, hardwood floors, spacious dining and living areas, and a wood-burning fireplace. A bright sunroom overlooks the water and opens to the deck and screened porch—perfect for relaxing or entertaining. The first-floor primary suite is joined by additional bedrooms and a full bath. The finished lower level provides flexible living space with an additional bedroom, full bath, laundry, and workshop. Outside, enjoy your private dock and waterfront retreat—perfect for fishing, kayaking, entertaining, or simply enjoying the peaceful setting. With .58 acres, this unique property offers a rare combination of comfort, privacy, and waterfront living.

4605 Downland Road, Chesterfield

$1,399,950

6 Beds ⋅ 6 Baths ⋅ CVR-2623610 MLS

Watch HD Virtual, 3-D & Video Tours! Rare Woodland Pond luxury lakefront retreat offering custom detail, quality & a resort-like setting on 1.25-acre cul-de-sac lot w/ approx. 115' frontage, stately circular drive, private dock & water views. A builder's former home w/ approx. 8,469 finished SF offering bonus/flex spaces w/ closets, office, theater room w/ refreshment station, exercise & recreation rooms beyond the bedrooms, 2 laundry facilities, cedar-lined storage, 5 full & 1 half baths. A flowing layout creates an exquisite living experience w/ 8' x 50' covered front porch, screened porch, balconies, decks & al-fresco spaces overlooking the lake. Large picture windows bring natural light & scenic views. Outdoor amenities include a 20’ x 40’ inground pool, propane firepit, putting green & dock. The gourmet Kitchen by Custom Kitchens Inc. features granite counters, cherry-stained soft close cabinetry, 2 islands, induction cooking, 2 convection wall ovens & pantry storage. Elegant finishes include diagonally laid hardwood floors w/ inlay borders, custom millwork & built-ins, tray & vaulted ceilings, 2 gas & 1 wood-burning fireplaces, a luxurious Primary Bath w/ Travertine tile, dual granite vanities, jetted tub & oversized custom tile shower, plus other updated baths. HardiePlank-type exterior, Grand Manor roof & updated 4-zone Trane HVAC enhance the home’s appeal. Enjoy waterfront living w/electric motor boating, kayaking, canoeing & fishing on the 120-acre lake. Fish for bass, catfish, crappie, bluegill, perch, pumpkinseed & pickerel. Enjoy wildlife views of swans, turtles, ducks, geese & bald eagles. Optional Swim & Racquet Club membership offers swimming, tennis, pickleball & social activities. Nearby shopping, dining, parks, entertainment, healthcare & commuter access to Rt. 288 & I-95. Chesterfield County tax assessment records state this property has 6-bedrooms, and a recorded conditional use limited occupancy septic permit has been issued for this property allowing up to 8 persons to occupy the property.

9106 Avocet Court, Chesterfield

$596,500

4 Beds ⋅ 2 Baths ⋅ CVR-2623786 MLS

WATERFRONT! Most amazing sunsets!! Live like you are on vacation all year. Eagle, fox, deer, rare birds in your backyard. Concrete circular drive, nearly half acre lot, fenced in, private and park like. New roof 2026! Kitchen is updated with stainless appliances, granite counters with 2 bar areas to eat at/enjoy entertaining at, subway tile backsplash, updated lighting, tile floor and glass front upper cabinetry. Beautiful dining room just off the kitchen with vaulted ceiling and amazing water views! Living room is open to kitchen and dining area with large pictures windows that flood rooms with natural light and offer amazing views of the lake. Primary bedroom with views and updated lighting and 2 closets, one of which is a walk in. Updated hall bath with tile floor and backsplash. 3 additional bedrooms with large closets and fans. The lower level has a fabulous family room and full walk out with large slider windows that open, gas fireplace with brick hearth, and access to huge deck overlooking the lake...this is a party room! Outside you will also find a gorgeous fire pit, perfect for entertaining, cool nights making smores or summer evenings sipping on a spritz! Huge laundry room with cabinets, counter, tile floor. Location is incredible! Close to Bon Air and only 10 minutes from the city! Great dining and shopping options, plus easy access to the highway.

608 Scarlet Oak Road, Chesterfield

$735,000

4 Beds ⋅ 3 Baths ⋅ CVR-2620121 MLS

At 8401 Seaview Dr, life unfolds against a beautiful waterfront backdrop, where the comforts of a resort-inspired home make it easy to slow down & enjoy your surroundings. Located in The Highlands, this exceptional 4-bedroom, 3-bathroom residence combines elegant spaces, thoughtful amenities, & an extraordinary connection to the water. Inside, the spacious living room sets the tone w/ soaring ceilings, rich hardwood floors, & a gas fireplace framed by custom built-in bookcases. Designed for quiet evenings or effortless entertaining, it flows naturally into the eat-in kitchen, where stainless steel appliances, generous storage, bar seating, & a sunlit breakfast nook create an inviting gathering space. The adjoining dining room is ideal for everything from casual dinners to special occasions. The main-level primary suite is a relaxing retreat, w/ direct access to the back deck & a large picture window framing peaceful water views. The spa-like ensuite features a double vanity, jetted soaking tub, separate shower, & access to the walk-in closet. Two additional bedrooms are located on the opposite side of the home, including one w/ its own water views, & share a full hallway bathroom. Upstairs, the fourth bedroom offers flexibility for guests, a home office, or a quiet space to unwind, w/ its own full bathroom nearby. A walk-in attic offering 500 unfinished square feet for storage or future growth completes this level. The sunlit enclosed porch is an ideal place to start the day surrounded by natural light & the sounds of songbirds, or settle in as the sky changes color over the water at sunset. Beyond the porch, the expansive backyard is framed by mature trees & leads to a private dock directly on the water, creating an exceptional place to enjoy the changing seasons. As a resident of The Highlands, you’ll also have access to resort-style amenities including the nearby lakefront pool, tennis courts, & nature trails, as well as the 18-hole golf course & The Reserve restaurant. Schedule your private showing today!

8401 Seaview Drive, Chesterfield

15636 Chesdin Landing Terrace, Chesterfield

$2,350,000

7 Beds ⋅ 7 Baths ⋅ CVR-2620870 MLS

LAKEFRONT LIVING AT YOUR VERY OWN OASIS!!! Start your day overlooking beautiful Lake Chesdin from your deck with a cup of coffee or end the day by watching a gorgeous sunset from your dock. The time in between can be enjoyed by relaxing poolside, watching a movie in the soundproof media room, being a mixologist in your own private bar or making the perfect s’more in the fire pit. Let your spirit reset and recharge in your 7 bedroom, 6.5 bath masterpiece home nestled in a lovingly landscaped 2 acre lot. Start your visit by walking into the foyer and looking through the 2-story great room all the way to Lake Chesdin. Then onto the kitchen with its custom built cabinetry, finest appliances and large island. Continue to the connecting family room with beautifully trimmed woodwork and fireplace. Just off the kitchen, go to a large bedroom with a sitting area and full bath. Then you can head to the first floor master suite with his/hers closets, a fireplace, large jacuzzi tub and private entrance to the deck. Let’s then head to the second floor featuring 3 large bedrooms with 2 having private decks and 2 full baths. In the basement you’ll find and exercise room (6th bdrm), a second garage, full kitchen wth new stainless steel appliances, a built-in bar, media room, family room and large bedroom with full bath and jacuzzi. All perfect for entertaining as well as multi-generational living. Let’s next go outside to the backyard with its patio, fire-pit and refreshing pool with a diving board. Finally, you’ll see the boat dock which provides storage and access to the stunning Lake Chesdin where you will have many, many days of peace and enjoyment.

15636 Chesdin Landing Terrace, Chesterfield

$1,175,000

4 Beds ⋅ 3 Baths ⋅ CVR-2618004 MLS

GREAT NEW PRICE on this breathtaking custom-built, one-owner waterfront home, ideally situated in one of Chesterfield's most sought-after golf communities. Thoughtfully designed & impeccably maintained, this exceptional home is filled with high-end upgrades, timeless craftsmanship, and exquisite millwork throughout. Truly one of a kind, this home offers the perfect blend of elegance, comfort, & functionality. The 1st floor showcases impressive 10-foot ceilings, a welcoming foyer, elegant formal rooms & study. At the heart of the home is a beautifully appointed kitchen overlooking the lake, featuring stunning brick flooring, abundant custom cabinetry, a large center island w/gas cooktop, walk-in pantry, and a bright breakfast nook that opens seamlessly to the spacious family room, the perfect setting for everyday living & entertaining. The luxurious 1st floor primary suite is a waterfront retreat w/lake views & a beautifully renovated spa-inspired bath complete w/heated floors, dual raised vanities, freestanding tub, walk-in shower, & spacious walk-in closet. A 2nd first-floor bed w/water views & adjacent full bath provide an ideal space for guests or multigenerational living. Also, there is a generously sized laundry room w/cabinetry & sink. Upstairs, you'll find 2 beds w/Jack & Jill bath, a versatile office loft w/custom built-ins & an expansive bonus room w/rear staircase access, offering endless possibilities. Designed for both grand entertaining & relaxed everyday living, the outdoor spaces are just as impressive w/a covered rear porch & patio overlooking the lake. An oversized 3-car garage provides abundant storage & convenience. Lovingly cared for & thoughtfully designed, this extraordinary home is located in The Highlands, one of Chesterfield's premier lifestyle communities, offering exceptional amenities including golf, tennis & pickleball, pool, playgrounds, trails, sidewalks, & so much more. This is a rare opportunity to own an exceptional waterfront home that truly stands apart from the rest.

8305 Seaview Drive, Chesterfield

$650,000

CVR-2614385 MLS

Discover a rare opportunity to own 26.71± acres of beautiful countryside in Chesterfield County. Whether you’re looking to build your dream home, create a private family estate, establish a recreational retreat, or rebuild on the original homesite footprint, this exceptional property offers endless possibilities. Zoned Agricultural, the land provides flexibility for a variety of permitted uses while offering the peace and privacy of a natural setting. The property’s diverse landscape features picturesque ponds, mature trees, scenic creeks, and abundant wildlife, creating a truly one-of-a-kind environment. Enjoy the beauty of nature right outside your door with plenty of room to explore, hunt, fish, ride ATVs, garden, or simply relax and take in the surroundings. The expansive acreage provides the perfect balance of seclusion and convenience, with easy access to shopping, dining, schools, and major commuter routes. If you’ve been searching for a property that combines natural beauty, privacy, and opportunity, this remarkable Chesterfield County tract is a must-see. Bring your vision and make this extraordinary piece of land your own. *Seller to convey 3 parcels at closing. Lots will not be sold individually. Please present offer to include 3 parcels below: 1) 8401 Hickory Road - Parcel ID 767624035900000 - 2.84 acres 2) 8501 Hickory Road - Parcel ID 766624373500000 - 21.14 acres 3) 8511 Hickory Road - Parcel ID 766624158300000 - 2.73 acres

8501 Hickory Road, Chesterfield

$990,000

4 Beds ⋅ 5 Baths ⋅ CVR-2611729 MLS

Dramatic price reduction. Stately, Custom Built 4 Bedroom, (3) Full & (2) Half Bath Colonial nestled on very Private 1.748 acre Lot overlooking Falling Creek. The 34 acre Mount Hill Commons Area wraps around the property providing a natural buffer & additional layer of privacy. Relax on one of the two 36'x14' Decks soaking in the soothing sounds of Nature & the babbling Creek. Full of Quality Features, this Wonderful Home is meant to be enjoyed & lends itself to Entertaining. Entire interior was just newly painted. Random width Oak Peg & Groove Hardwoods throughout 1st Floor. The Crown Jewel of the Property is the true Chefs Kitchen w/ oodles of Custom Cabinetry, Granite covered Work Spaces, Gas Cooking, Command Center Island w/ Sink as well as 2nd Island w/ Seating. The High End Suite of Appliances include; (3) Fisher & Paykel Dishwashers, Sub Zero Refrigerator & Freezer, Wolf Stove Top, Wolf Double Wall Ovens & Warming Drawer & KitchenAid Ice Maker. The Kitchen flows in to the Open Two Story Family Room anchored by the floor to ceiling Stone Wood Burning Fire Place & Sliders to Deck. Formal Dining Room & Living Room w/ Crown & Dentil Molding. Lovely Sun Room w/ Built-Ins & Wet Bar w/ Deck access. The 2nd Floor offers a large Primary En-Suite w/ Private Deck & 5 total closets including a Cedar Lined & Big Walk-In w/ shelving. Full Bath is vaulted w/ jetted tub & over-sized shower. 3 additional Bedrooms each with Jack & Jill access to 2 Full Baths. Laundry Room w/ Tile Floor & Cabinetry conveniently located to Bedrooms. Walk-Up Attic provides tons of easily accessible storage. Awesome, flexible space can be found in the "Rec Room" portion of Finished Full Walk Out Basement. Hang out by the Bar or Brick Wood Burning Fire Place. Sliders provide access to ground level deck. The Office has a private entrance. Whole House Generator. Pella Windows, Tankless Hot Water Heater & designated propane line for Grill on Deck. Lots of space for vehicles in attached 2+ car Garage as well as 2+ Car Detached Garage. MUST SEE!!

3201 E Brigstock Road, Chesterfield

$36,000

CVR-2607636 MLS

4 Acres of Residential Land for Sale in Winterpock area of Chesterfield County Don’t miss this unique opportunity to own two adjoining parcels totaling 4 acres in the highly desirable Winterpock area of Chesterfield County. This sale includes 11121 Coalboro Road Chesterfield VA 23838 (2.5 acres)– Tax ID: 710-65-12-40-100-000 and 11201 Coalboro Road Chesterfield VA 23838 (1.5 acres)– Tax ID: 710-65-01-38-100-000 , offering a combined total of 4 acres of residential land. The properties are being sold together as one package and will not be sold separately per the seller. A standout feature of this property is the existing pond, providing excellent recreational opportunities and adding to the natural beauty and appeal of the land—perfect for those seeking a peaceful setting with room to enjoy the outdoors. Please note, the property is located within a 100-year floodplain and Resource Protection Area (RPA). Buyers are strongly encouraged to complete all due diligence regarding buildability, land use, and any restrictions prior to submitting an offer. With continued growth in the surrounding area and the rare opportunity to own acreage with natural features, this property offers incredible potential.

11121 Coalboro Road, Chesterfield

$3,600,000

CVR-2607028 MLS

56.76 acres of land in a prime location on Winterpock Rd. Appointment required to see property. This property is located near the new Grange Hill Elementary school. Property location about 2 miles from county water and sewer. Please see Chesterfield Zoning Ordinance Modernization (ZOMod) Project to determine lot density. Location is within 10 -15 minutes from Hull Street. The Value of property is in the LAND!!! The house will and other buildings will not be included in the sale. The house and other buildings will not be shown!!! This property will not stay on the market long, great opportunity. Call Rick or Michael and let’s talk about it

11841 Winterpock Road, Chesterfield

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