Culpeper Homes with Pool

Culpeper Homes with Pool

Welcome to Culpeper, Virginia—a charming town nestled in the heart of the picturesque Piedmont region. With its rich history, vibrant community spirit, and stunning natural landscapes, Culpeper offers a delightful blend of small-town charm and modern convenience. Located just a short drive from the bustling metropolitan areas of Washington, D.C., and Charlottesville, this idyllic locale provides the perfect backdrop for both relaxation and adventure.

Culpeper is renowned for its historic downtown district, where you can stroll along tree-lined streets, explore unique boutiques, and savor delicious cuisine at local eateries. The town is also home to various parks and recreational areas, making it an ideal place for families and outdoor enthusiasts alike. Whether you're hiking the scenic trails of the nearby Blue Ridge Mountains or enjoying a leisurely day at Lake Pelham, there’s no shortage of activities to keep you engaged.

For those seeking a home that embodies the essence of leisure and luxury, Culpeper boasts a selection of stunning properties with pools. Imagine unwinding in your own private oasis, surrounded by beautifully landscaped gardens, perfect for summer gatherings or peaceful retreats. These homes offer not just a place to live, but a lifestyle filled with relaxation and enjoyment.

With a strong sense of community and a wealth of amenities, Culpeper is the perfect place to call home. Discover the joy of living in a town that combines history, beauty, and modern living—where your dream home with a pool awaits!

Newest Culpeper Homes with Pool

5 Beds ⋅ 3 Baths

Welcome to 819 Woodcrest Loop where you will enjoy everything about this house. Located in the Lakeview Community. It is the house for get togethers and entertaining. Wrap around front porch. Back deck with wood views and walking trails. Main level primary bedroom and bath. Open floor plan with Large Kitchen and Family Room combo. Separate Formal Living Area and Dining Room. 4 Bedrooms on the Upper Level. Walk out Basement is ready for your finishing touches. Backs up to Yowell Meadow Park. Property is being sold as is.

819 Woodcrest Loop, Culpeper

Listing courtesy of Keller Williams Realty/Lee Beaver & Assoc.. Contact: 7033302222

4 Beds ⋅ 6 Baths

Beyond handcrafted iron gates and stately stone pillars, a drive that leads to an extraordinary country estate where timeless architecture, lavish landscape, and resort-style amenities come together in perfect harmony. Designed to embrace the beauty of Virginia's countryside, the residence blends exceptional craftsmanship with warm, inviting living spaces that feel equally suited for everyday living and unforgettable entertaining. Inside, every detail reflects thoughtful design and enduring quality with rustic cherry hardwood flooring spans much of the main level, while the private in-law suite showcases rich rustic walnut. Hardwood flooring continues throughout the upper level, creating a seamless sense of elegance. The main level trim was custom milled from a 100-year old maple tree sourced in Elkton, Virginia. These are not simply premium finishes, they are carefully selected materials with character and provenance, giving the home a warmth and authenticity that cannot be replicated in a standard luxury residence. At the heart of the property lies a picturesque one-acre stocked pond, home to home-raised koi, as well as catfish, bluegill, and largemouth bass. Whether envisioned as an equestrian retreat, private family compound, entertainer's estate, collector's haven, or peaceful country escape, Rolling Hills effortlessly adapts to your lifestyle. It is a property that offers remarkable flexibility without compromising luxury. Properties offering this rare combination of architectural character, exceptional craftsmanship, resort-style amenities, extensive outbuildings, and breathtaking natural surroundings have become increasingly difficult to find. 19427 Rolling Hills Drive is more than an extraordinary home. It's a place to gather. A place to grow. A place to build a legacy. Sunday mornings by the water. Summer afternoons by the pool. Evenings beside the fire. ONE ESTATE. ENDLESS POSSIBILITIES.

19427 Rolling Hills Dr, Culpeper

Listing courtesy of Rowland and Associates Realty, LLC.. Contact: (703) 309-1495

4 Beds ⋅ 4 Baths

Welcome to 12304 Osprey Lane, a beautifully maintained 4-bedroom, 3.5-bath Colonial in the highly sought-after Three Flags community in Culpeper. Offering 3,802 square feet of living space across three finished levels, this home combines generous living areas, thoughtful updates, and an ideal location. A grand two-story foyer welcomes you inside, where hardwood flooring extends throughout the main level. The spacious open floor plan features formal living and dining rooms, and an open-concept kitchen complete with a center island, breakfast nook that flows into the sunroom and newer stainless steel appliances (2022). The adjoining family room is filled with natural light from large rear-facing windows and is anchored by a cozy gas fireplace, creating the perfect gathering space. Upstairs, the expansive primary suite offers a walk-in closet and a luxurious en-suite bath featuring a soaking tub, dual vanities, and a separate shower. A second bedroom enjoys its own private en-suite bath, while two additional generously sized bedrooms share a well-appointed hall bath with dual sinks. The conveniently located upper-level laundry room includes a front-load washer replaced in 2020. The upper-level HVAC system was also replaced in 2020. The partially finished walk-up basement provides exceptional flexibility with a spacious recreation room featuring newer LED recessed lighting, a three-piece rough-in for a future full bath, and abundant storage space. Outside, enjoy the beautifully updated hardscaping, rear patio, overlooking a peaceful tree-lined setting. Additional features include a two-car garage and mature landscaping. Residents of Three Flags enjoy outstanding community amenities, including a swimming pool, walking trails, and open green spaces. Conveniently located just minutes from historic downtown Culpeper, Routes 29 and 15, shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, style, and location.

12304 Osprey Ln, Culpeper

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000

3 Beds ⋅ 4 Baths

Nestled in the charming Southridge Townhouses, this beautifully renovated bi-level townhouse offers a perfect blend of comfort and modern living. With a total of 1,686 square feet, this home features three spacious bedrooms and three and a half bathrooms and a walk out basement, making it an ideal retreat for those seeking both space and style. 2 master suites upstairs, 1 half bath on the main level and a bedroom and full bathroom in the basement. Step inside to discover a warm and inviting interior, highlighted by luxurious vinyl plank flooring and plush carpeting that create a cozy atmosphere throughout. The traditional floor plan flows seamlessly from room to room, ensuring that every corner of the home feels connected and welcoming. The family room, conveniently located off the kitchen, is perfect for gatherings and everyday living, while the dining area provides an intimate space for meals and celebrations. The heart of the home is the well-appointed kitchen, featuring upgraded countertops and a suite of stainless steel appliances, including a built-in microwave, self-cleaning oven, and dishwasher. Whether you're preparing a quick breakfast or hosting a dinner party, this kitchen is designed to meet all your culinary needs. Retreat to the fully finished basement, which offers additional living space that can be tailored to your lifestyle-think home office, playroom, or entertainment area. Each of the three bedrooms is generously sized, providing a peaceful sanctuary for rest and relaxation. The bathrooms are thoughtfully designed, with a combination of tub and shower options to suit your preferences. Outside, the low-maintenance lot features beautiful landscaping that enhances the home's curb appeal while allowing you to enjoy your outdoor space without the hassle of extensive upkeep. The community pool offers a refreshing escape during warm months, perfect for leisurely afternoons or social gatherings with neighbors. Parking is a breeze with two designated spaces available in the parking lot, ensuring convenience for you and your guests. The property is ideally located, providing easy access to local amenities and community features that enhance your lifestyle. With major renovations completed in 2026, this home is ready for you to move in and make it your own. Experience the perfect blend of comfort, style, and community in this delightful townhouse-your new home awaits!

672 Ripplebrook Dr, Culpeper

Listing courtesy of Samson Properties. Contact: 7033788810

3 Beds ⋅ 4 Baths

Nestled on a sprawling 4.85-acre lot, this exquisite ranch-style residence offers a harmonious blend of luxury and comfort, perfect for those seeking an exclusive lifestyle. Built in 2006, the home showcases timeless brick construction, exuding elegance and durability. With 2,572 square feet of thoughtfully designed living space, this property is a true sanctuary. Step inside to discover an inviting layout that features an entry-level bedroom, ideal for guests or as a private office. The kitchen is a chef's dream, equipped with high-end appliances including a built-in microwave, dishwasher, and a sleek range hood, ensuring culinary adventures are both enjoyable and efficient. The generous refrigerator and stove provide ample space for all your culinary needs, while the convenient disposal and washer/dryer make daily tasks a breeze. Retreat to the luxurious primary suite, complete with a walk-in closet that offers abundant storage and organization options. The Primary Bedroom features mountain views from the paladian window. Each of the three additional bedrooms is designed with comfort in mind, providing ample space for relaxation and personalization. Step outside to your own private oasis, where a stunning in-ground saltwater pool awaits. Fenced for privacy, this tranquil retreat is perfect for summer days spent lounging by the water or hosting unforgettable gatherings. The serene pond, with over 250 feet of water frontage, enhances the property's natural beauty, offering a picturesque backdrop for outdoor activities and peaceful moments. The attached oversized garage provides not only parking for two vehicles but also additional storage space, ensuring that everything has its place. With off-street parking available, convenience is at your fingertips. This home is more than just a residence; it's a lifestyle. Enjoy the tranquility of nature while being just moments away from local amenities. Whether you're entertaining friends by the pool, enjoying a quiet evening by the pond, or simply savoring the comforts of home, this property offers a unique blend of luxury and warmth that is truly unmatched. Experience the perfect balance of elegance and comfort in this remarkable home.

11337 Old Stillhouse Rd, Culpeper

Listing courtesy of Piedmont Fine Properties. Contact: 5403475277

5 Beds ⋅ 5 Baths

Location matters when choosing a home. This well-maintained, over 5000 sq ft home with 5 generous-sized bedrooms, 4.5 bathrooms, a Jack and Jill bathroom, and a gourmet kitchen equipped with granite countertops, stainless steel appliances, and hardwood floors, sitting on a premium corner lot in an amenity-filled community, is waiting for you to make it yours. Everything is within your reach, either walking distance or a short drive: Location is a critical factor in selecting a residence. This meticulously maintained property, exceeding 5000 square feet, features five generously proportioned bedrooms, 4.5 bathrooms, a Jack and Jill bathroom, and a gourmet kitchen appointed with granite countertops, stainless steel appliances, and hardwood flooring. Situated on a premium corner lot within an amenity-rich community, this home awaits its new owner. Convenient access to essential amenities is a hallmark of this location, with restaurants, shopping centers, a library, Park & Ride facilities, Route 29, Route 3, and numerous other conveniences all within walking distance or a short drive.restaurants, shopping centers, a library, Park & Ride, Route 29, Route 3, and many more!!!

15117 Montanus Dr, Culpeper

Listing courtesy of Samson Properties. Contact: 7039352308

4 Beds ⋅ 4 Baths

Tucked away at the end of a private road, this remarkable property provides a secluded setting with no HOA and endless opportunities for country living, recreation, or gardening- all just minutes from the Town of Culpeper, Route 29, and Mountain Run Lake Park. The property includes 14 total acres across two tax parcels, consisting of an 11.09-acre homesite and a 2.91-acre private road easement. Inside, the Cape Cod-style home offers over four finished levels of living space designed for everyday comfort and functionality. The open living room features vaulted ceilings, a skylight, hardwood floors, recessed lighting, and a gas fireplace that flows seamlessly into the spacious eat-in kitchen with granite countertops, a large center island, gas cooktop, and stainless steel appliances. A spacious sunroom is just off of the kitchen. The main-level primary suite is a true retreat, complete with a sitting room, two walk-in closets, a private screened porch, and an en suite bath with separate vanities and a walk-in shower. Upstairs, you'll find two additional bedrooms and a full bath, while the top-level bonus room offers flexible space for a guest room, home office, studio, or hobby room. The finished lower level expands the living area with a spacious recreation room featuring a wood stove, a full bath, guest/bonus room, laundry room, and abundant storage. Step outside and enjoy everything this property has to offer. Spend summer days by the fenced in-ground pool, relax on one of the screened porches, or gather with friends around the impressive stone outdoor fireplace. A greenhouse, carport, and a detached garage, with a guest room and bathroom provide incredible flexibility for guests, hobbies, or workspace, while the attached two-car garage offers additional convenience. Thoughtfully updated, the home is move-in ready with a new HVAC system featuring an Ecobee smart thermostat (2024), architectural shingle roof (2022), dual radon mitigation systems (2024), hot water heater (2025), upgraded light fixtures (2025), updated premium siding, fresh interior paint throughout (2026), and new driveway stone (2026). Whether you're looking for a private country estate, a place to enjoy the outdoors, or a property with room to grow, 15049 Back Acres offers a rare opportunity to own an exceptional slice of Culpeper County. John Deere S240 Lawn Tractor (2025) & mulching kit negotiable. Please note: The home is located at the end of a private drive, and all viewings are by appointment only.

15049 Back Acres, Culpeper

Listing courtesy of EXP Realty, LLC.. Contact: (540) 825-9898

3 Beds ⋅ 3 Baths

Spacious home on a beautiful lot in Culpeper offering generous living space, privacy, and room to grow. The property features a functional floor plan, comfortable living areas, and an approximately 1,800 sq ft unfinished basement, providing excellent potential for additional finished space, storage, workshop use, or future expansion. Main level master suite, and above ground pool. Enjoy a peaceful setting while still being convenient to town, commuter routes, shopping, dining, and local amenities. A great opportunity for buyers looking for space, flexibility, and long-term value.

20200 Old Mill Rd, Culpeper

Listing courtesy of Innovation Properties, LLC. Contact: 7037824422

5 Beds ⋅ 5 Baths

TODAY'S OPEN HOUSE CANCELLED DUE TO WEATHER - STAY TUNED FOR ANOTHER ONE THIS COMING WEEK - MUST SEE IN PERSON - Private oasis - serene - peaceful - not a soul in sight - take in the wildlife, dark skies, and stars - 10 minutes to town - 20 mins to Sperryville - 30 mins to Shenandoah National Park - 45 mins to Charlottesville - custom build - 5000+ sq/ft of living space - 5 bedrooms (possible 6th if needed) - 4 bathrooms - 1 half bath - all brick - offers multi-generational living - if you can imagine it, this property can deliver - main level bedroom with en-suite bathroom - heated 25x40ft pool with attached spa and fountain - imported mosaic tile turtles and dolphins - coral reef tile - tile crab in spa is named Felix - tri-color pool plaster - Anderson sliding doors - Anderson fibrex windows - upper level deck off master suite - bonus room off master suite for nursery/office/workout room - custom designed kitchen - spacious secondary bedrooms with another upper level loft/living room/school room - spacious main level living room with fireplace - finished basement with kitchenette, spa-like bathroom, and bedroom (ntc) with its own private living room/flex space - ample storage area - Amish built shed - steel fence - mature landscaping - ample parking for pool parties - lovingly maintained - and more...

12415 Scotts Mill Rd, Culpeper

Listing courtesy of Samson Properties. Contact: 7033788810

5 Beds ⋅ 4 Baths

Welcome to 823 Woodcrest Drive, a spacious 3-level Colonial offering over 4,035 finished square feet of living space in Lakeview of Culpeper. With 5 bedrooms and 3.5 bathrooms, this home combines generous living space, a flexible floor plan, and outstanding outdoor amenities. A sought-after main-level bedroom with a full bathroom provides the perfect setup for guests, multigenerational living, or a private home office. The home's expansive layout offers multiple living and gathering spaces, providing flexibility for today's lifestyle needs. Step outside and enjoy a fully fenced backyard that backs to mature trees and a walking trail, creating a peaceful setting for relaxation and recreation. The large deck and two patios offer plenty of room for outdoor dining, entertaining, and enjoying the natural surroundings. Additional features include updated windows, a water filtration system, and convenient access to shopping, dining, schools, and commuter routes. Residents also enjoy access to the neighborhood's community pool, providing a great place to cool off, socialize, and enjoy the summer months. With over 4,000 finished square feet, desirable community amenities, and a backyard setting that offers both privacy and connection to nature, 823 Woodcrest presents an exceptional opportunity to make your next move in Culpeper.

823 Woodcrest Loop, Culpeper

Listing courtesy of Samson Properties. Contact: 7033788810

5 Beds ⋅ 4 Baths

All Furniture except couches and Bar can covey with Full price offer!! Discover your forever home just outside the charming town of Culpeper! This exquisite 4-bedroom, 3.5-bathroom residence is situated on a desirable corner lot and features remarkable amenities throughout.Key Features:Elegant Main Level: Gleaming hardwood floors flow seamlessly throughout the main level, enhancing the home’s warm and inviting atmosphere. Gourmet Kitchen: This well-appointed kitchen boasts gas cooking, newer stainless steel appliances, and a cozy seating area, perfect for casual meals. Separate Dining Room: Enjoy family gatherings in the spacious dining room, featuring custom-made dining furniture that adds a personal touch. Primary Suite: The expansive primary bedroom includes a custom-made desk for two, providing a perfect workspace within your sanctuary. Children’s Room: Custom bookcases offer ample storage and display options, tailored for your little ones. Partially Finished Basement: This versatile space includes an upgraded full bathroom, ideal for guests or additional living space. Outdoor Living: Unwind on the oversized paver stone patio complete with a firepit, perfect for evening gatherings and relaxation. Community Amenities: Take advantage of the community pool during the summer months and a nearby tot lot for the kids to enjoy. All remaining furniture (excluding the bar) is available to convey with the home, making your move-in process effortless!Don’t miss out on this incredible opportunity—schedule your viewing today!

643 Pelhams Reach Dr, Culpeper

Listing courtesy of Samson Properties. Contact: 5408542312

6 Beds ⋅ 4 Baths

**Price Recently Improved!** Join us for our **Open House this Sunday from 12:00–2:00 PM.** Don't miss this opportunity to tour this spacious, move-in ready home in the sought-after Lakeview of Culpeper community. Need space without sacrificing community amenities? Welcome to this beautifully maintained colonial offering over **3,600 square feet of finished living space** designed to adapt to a variety of lifestyles and needs. The main level features a bright, open-concept layout with updated flooring, recessed lighting, and a stylish kitchen complete with a large center island that flows seamlessly into the living area—perfect for everyday living and entertaining. Also on the main level, you'll find a bedroom and full bathroom, providing an ideal setup for guests, a private home office, or convenient main-level living. One of this home's standout features is the expansive fully finished basement, offering exceptional flexibility with a large recreation area, kitchenette, full bathroom, and additional finished rooms. Whether you need space for long-term guests, a fitness area, hobby room, playroom, media room, or additional work-from-home space, this level provides endless possibilities to fit your lifestyle. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite with a walk-in closet and a private en-suite bathroom featuring a soaking tub and separate shower, creating a comfortable retreat at the end of the day. Enjoy peaceful wooded views and the many amenities Lakeview of Culpeper has to offer, including a community pool, clubhouse, playgrounds, walking trails, and scenic lake views throughout the neighborhood. Conveniently located near shopping, dining, schools, and major commuter routes, this home offers the perfect balance of space, comfort, convenience, and community. Come experience all the possibilities this home has to offer and imagine making it your own!

627 Holly Crest Dr, Culpeper

Listing courtesy of NHT Real Estate LLC. Contact: gigi.luu@nhabitco.com

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