Woodstock Homes with Pool

Woodstock Homes with Pool

Welcome to Woodstock, a picturesque gem nestled in the heart of the United States. Known for its vibrant community spirit and stunning natural landscapes, Woodstock seamlessly blends small-town charm with modern conveniences. With its rich history, artistic vibe, and a plethora of outdoor activities, it's no wonder that families and individuals alike are flocking to this delightful city.

One of the standout features of Woodstock is its commitment to providing a high quality of life for its residents. The city boasts an array of parks, walking trails, and recreational facilities, making it a haven for nature lovers and outdoor enthusiasts. Imagine enjoying a serene afternoon at one of the many local parks or taking a leisurely stroll through the historic downtown area, filled with boutique shops and delightful eateries.

For those seeking a home that offers both comfort and luxury, Woodstock presents an enticing selection of properties with private swimming pools. These homes not only provide an oasis for relaxation and entertainment but also enhance the overall lifestyle experience. Picture yourself hosting summer barbecues by the pool, enjoying a refreshing dip on a warm day, or simply unwinding with a good book beside the water.

Living in Woodstock means embracing a community that values connection, creativity, and outdoor living. Whether you're a first-time homebuyer or looking to upgrade, you'll find that homes with pools in this charming city offer the perfect blend of leisure and lifestyle. Come explore Woodstock, where your dream home awaits!

Newest Woodstock Homes with Pool

$626,000
3 Beds ⋅ 4 Baths
Rare End-Unit Gem in Fairway Villas at Waverly Woods! Offering extra windows, abundant natural light, and a roomier feel, this beautifully updated 3-bedroom, 3.5-bath townhouse is turn-key perfection in Woodstock. Standout Features & Upgrades: Prime End-Unit Location: Extra side yard space and superior natural light throughout. Gleaming Main Level: Features classic hardwood flooring, fresh neutral paint throughout, and brand-new modern lighting and hardware. Rare Chef's Upgrade: Kitchen includes a true outside-vented exhaust system—a rare and valuable find in this community! Big-Ticket Peace of Mind: Fully paid-off 2019 new roof—zero second mortgages to assume. Spacious Lower Level: Fully finished basement with a full bath and massive flex space with easy potential for a 4th bedroom, home office, or rec room. Fresh & Clean: Deep-cleaned carpets on the upper and lower levels, plus direct deck access off the main floor. Ample Parking Options: Includes 1-car attached garage, dedicated driveway space, an additional spot directly in front, plus guest parking in the community and along Petersboro Rd. Community & Location: Enjoy resort-style living with access to the community pool, fitness center, walking trails, and golf course. Minutes from shopping and dining at Waverly Woods and nearby commercial centers. Zoned for top-rated Howard County schools with effortless commuting via I-70, Rt 29, and Rt 32. Schedule a showing today and come see it for yourself!

2228 Merion Pond W Unit #54, Woodstock

Listing courtesy of Next Dream Realty LLC. Contact: 4438835871
$399,000
2 Beds ⋅ 2 Baths
COMING SOON! Gorgeous and fully updated condo in sought after Waverly Woods of Howard County! Two bedrooms and two full baths on the main level of a secure and meticulously maintained building. The primary suite has two large closets, including a walk-in, and a large en-suite primary bath. This unit boasts an updated kitchen and bathrooms, an open floor plan, coffered ceilings, and a screened-in porch. The community offers an underground garage with two reserved parking spaces and additional private storage, community gathering rooms, a large outdoor pool, and gorgeous grounds. Professional photos and floorplans to come!

2111 Ganton Green Unit #E102, Woodstock

Listing courtesy of Hyatt & Company Real Estate, LLC. Contact:

$385,000
2 Beds ⋅ 2 Baths
Magnificent second-floor condo in a secure elevator building in sought-after Waverly Woods! This turn-key unit boasts brand-new carpet (July 2026), fresh paint, updated lights, and modern bedroom ceiling fans (July 2026). Enjoy an expansive open floor plan highlighted by recessed lighting, crown moldings, tray ceilings, and a cozy gas fireplace with access to the private screened-in balcony. The eat-in kitchen features ample cabinet storage, a pantry, brand-new GE gas range (July 2026), GE microwave (May 2025), garbage disposal (2022), and a Bosch dishwasher. The spacious primary suite offers a walk-in closet, double-sink vanity, and soaking tub, while the second bedroom features large closet space adjacent to a full hall bath. Dedicated laundry room includes an LG dryer, LG washing machine, replaced dryer vent (Nov 2024), and extra storage. EV chargers on-site! Key Updates: Water Heater (Nov 2020), 10-Yr Battery CO Alarm & Hardwired Smoke/CO Alarms (May 2021), Kenmore Elite Grab-N-Go Refrigerator w/ Ice Maker (Compressor under warranty, replaced 2021). Resort-style community amenities include a golf course, tennis courts, pool, splash pad, and playground. Unbeatable location near shopping, dining, Rt. 29, and I-70. Schedule your showing today!

2100 Ganton Grn Unit #B-205, Woodstock

Listing courtesy of Jack Cooper Realty. Contact:

$325,000
3 Beds ⋅ 1 Baths
This charming 1962 ranch-style home offers a solid investment opportunity with its classic brick exterior and spacious 0.31-acre lot. Featuring three cozy bedrooms and a full bathroom, this property is perfect for those looking to add value through updates or renovations. The unfinished basement provides ample storage or potential for additional living space. The kitchen comes with essential appliances, including a built-in microwave, single oven, cooktop, and refrigerator, making it move-in ready for tenants or future buyers. Gas fireplace in the inviting living area, perfect for creating a welcoming atmosphere. Harwood floors throughout. With a paved driveway and close proximity to the Woodstock Town Park/Pool. The outbuilding with electric and electric baseboard heat offers additional storage or workspace. Come make this brick rancher yours!

410 W North St, Woodstock

Listing courtesy of Funkhouser Real Estate Group. Contact: 5404594002
$900,000
4 Beds ⋅ 4 Baths
Elegant Colonial nestled on a cul-de-sac in sought-after Waverly Woods, featuring a freshly painted exterior (2026), an updated driveway (2022), and beautifully maintained living spaces enhanced by custom crown molding and a timeless traditional floor plan. Additional updates include an HVAC system replaced in 2023, several windows replaced in 2026, and a roof inspection completed in 2025, providing added peace of mind. // Step inside the hardwood foyer, which opens to the formal living room, gracefully defined by elegant columns, before flowing seamlessly into the formal dining room highlighted by bay windows and a classic chandelier, creating an ideal setting for entertaining. // The spacious eat-in kitchen is thoughtfully appointed with granite countertops, white cabinetry, ceramic tile flooring, a pantry, and a peninsula with breakfast bar seating. Stainless steel appliances include a refrigerator updated in 2024 and a stove, cooktop, and microwave replaced in 2021. An adjoining breakfast room provides casual dining space and direct access to the deck for effortless indoor-outdoor living. // Open to the breakfast room, the inviting family room offers plush carpeting and a painted brick wood-burning fireplace that serves as a warm and welcoming focal point. A conveniently located powder room completes the main level. // Upstairs, the owner's suite provides a relaxing retreat with a tray ceiling, a walk-in closet, and a beautifully remodeled ensuite bathroom featuring a dual-sink vanity, a glass-enclosed shower, and a private water closet. Three additional generously sized bedrooms, all with carpeting, share a second full bathroom that was tastefully updated in 2021. // The fully finished walk-out lower level expands the home's living space with a dedicated theater room accessed through French doors, a versatile bonus room ideal for guests, a home office, fitness room, or hobby space, a full bathroom updated in 2021, and a separate storage room. // Outside, discover your own private backyard oasis. A spacious two-tier deck overlooks the beautifully landscaped, fully fenced yard, complete with a patio surrounding a heated lagoon-style in-ground pool with a built-in spa, a fire pit area perfect for gathering with family and friends, and a storage shed for added convenience. // Residents of Waverly Woods enjoy exceptional community amenities, including paths, playgrounds, a community pool, golf course access, and convenient proximity to shopping, dining, parks, commuter routes, and top-rated Howard County schools.

10310 Winstead Ct, Woodstock

Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900
$575,000
4 Beds ⋅ 4 Baths
Every once in a while, a home comes along that truly stands apart. Beautifully updated and impeccably maintained, this magazine-worthy home offers three finished levels, timeless finishes, and a resort-style backyard on a quiet cul-de-sac in one of Woodstock's most desirable neighborhoods. The light-filled main level is designed for both everyday living and entertaining with rich hardwood flooring, elegant trim work, a private office, formal dining room, welcoming sitting room, and spacious family room with a cozy gas fireplace. The gourmet kitchen features granite countertops, refinished cabinetry, a large center island, double wall ovens, gas cooktop, pantry, and an open layout that keeps everyone connected. Upstairs, the spacious primary suite offers dual walk-in closets and a spa-like bath with soaking tub, walk-in shower, dual vanities, and skylights. Three additional bedrooms and another full bath complete the upper level. The finished walkout basement provides exceptional flexibility with a large recreation room, finished bonus room, full bath, and private exterior entrance, making it ideal for guests, a home gym, media room, or multigenerational living. Outside, your private backyard retreat awaits with a heated in-ground Kayak pool, covered patio, beautiful landscaping, seasonal mountain views, and nearly half an acre to enjoy. Recent improvements include a new roof (2024), new gas range (2024), new HVAC (2022), expanded hardwood flooring, and fresh interior paint. This is more than a beautiful home...it's a lifestyle.

465 Meghann Dr, Woodstock

Listing courtesy of Preslee Real Estate. Contact: 5402274416
$675,000
3 Beds ⋅ 3 Baths
Welcome Home! Immaculate brick home on a quiet street just outside of town! Meticulously maintained inside and out. Enjoy your morning coffee in the sunroom or poolside. Main level Master Bedroom. Two upper level bedrooms, bath, office and unfinished storage space. Two (2) fireplaces, one pellet, one gas logs. Four (4) zone hot water baseboard heat. Access basement storage space and shelving from garage. Attached and detached garages plus carport. Fenced pool, depth 3.5 to 6.5 feet with storage building.

908 Jonathan St, Woodstock

Listing courtesy of Johnston and Rhodes Real Estate. Contact:

$355,000
3 Beds ⋅ 3 Baths
BRAND NEW TOWNHOUSES WITH MOUNTAIN VIEWS -MODERN LIVING IN WOODSTOCK. *LIMITED-TIME OFFER! CONTRACTS FULLY EXECUTED BY JULY 15, SELLER WILL CONTRIBUTE $1500 TOWARD BUYER CLOSING COSTS. DON’T MISS THIS OPPORTUNITY TO SAVE! Introducing 3 beautifully crafted new-construction townhomes in the heart of Woodstock, Virginia. These two-story homes offer a unique and thoughtfully designed floor plan featuring 3 spacious bedrooms, 2.5 bathrooms, and an attached garage –offering a modern lifestyle in a scenic setting. Step inside and immediately feel the difference. These homes are not your typical townhome layout –wide hallways, open-concept living areas, and generous room dimensions create an exceptional sense of space. The beautiful kitchen is a true centerpiece, featuring a large stone island with seating for four, quartz countertops, solid wood cabinetry, stainless steel appliances, and a walk-in pantry just steps away. The open-concept design seamlessly connects the kitchen, dining and living areas –creating a natural flow ideal for both everyday living and effortless entertaining. Whether you’re hosting friends or enjoying a quiet night in, the space feels welcoming and connected. Upstairs, the expansive primary suite serves as a peaceful retreat, with enough space for a cozy sitting area or home office. Enjoy an ensuite bath with double vanity, a spa-inspired walk-in shower with ceramic tile extending to the ceiling, and a walk-in closet. Each home is built with front porches designed to enhance your enjoyment of the striking Edinburg Gap Mountain views. Natural gas service is brought directly into every home, allowing for a gas stove and gas hot water heater –delivering efficiency, convenience and modern comfort. Surrounded by the natural beauty of the Shenandoah Valley, you’ll enjoy easy access to the new Seven Bends State Park, local wineries, scenic hiking trails, and Shenandoah River recreations. You’re just minutes from downtown Woodstock with its charming shops, restaurants, and small-town hospitality. Don’t miss this opportunity to live in a vibrant and growing community, where comfort, design, and location come together effortlessly. Please note: photographs are from a previously built townhome and are representative of style and layout. Some images may show upgraded features not included in base pricing.

248 Parkside Ct, Woodstock

Listing courtesy of Kerry Sheridan Signature Properties, LLC. Contact: 5403256313
$349,000
3 Beds ⋅ 3 Baths
BRAND NEW TOWNHOUSES WITH MOUNTAIN VIEWS –MODERN LIVING IN WOODSTOCK LIMITED-TIME OFFER! CONTRACTS FULLY EXECUTED BY JULY 15, SELLER WILL CONTRIBUTE $1500 TOWARD BUYER CLOSING COSTS. DON’T MISS THIS OPPORTUNITY TO SAVE! Introducing 3 beautifully crafted new-construction townhomes in the heart of Woodstock, Virginia. These two-story homes offer a unique and thoughtfully designed floor plan featuring 3 spacious bedrooms, 2.5 bathrooms, and an attached garage –offering a modern lifestyle in a scenic setting. Step inside and immediately feel the difference. These homes are not your typical townhome layout –wide hallways, open-concept living areas, and generous room dimensions create an exceptional sense of space. The beautiful kitchen is a true centerpiece, featuring a large stone island with seating for four, quartz countertops, solid wood cabinetry, stainless steel appliances, and a walk-in pantry just steps away. The open-concept design seamlessly connects the kitchen, dining and living areas –creating a natural flow ideal for both everyday living and effortless entertaining. Whether you’re hosting friends or enjoying a quiet night in, the space feels welcoming and connected. Upstairs, the expansive primary suite serves as a peaceful retreat, with enough space for a cozy sitting area or home office. Enjoy an ensuite bath with double vanity, a spa-inspired walk-in shower with ceramic tile extending to the ceiling, and a walk-in closet. Front views are designed to enhance your enjoyment of the striking Edinburg Gap Mountain views. Natural gas service is brought directly into every home, allowing for a gas stove and gas hot water heater –delivering efficiency, convenience and modern comfort. Surrounded by the natural beauty of the Shenandoah Valley, you’ll enjoy easy access to the new Seven Bends State Park, local wineries, scenic hiking trails, and Shenandoah River recreations. You’re just minutes from downtown Woodstock with its charming shops, restaurants, and small-town hospitality. Don’t miss this opportunity to live in a vibrant and growing community, where comfort, design, and location come together effortlessly. Please note: photographs are from a previously built townhome and are representative of style and layout. Some images may show upgraded features not included in base pricing.

246 Parkside Ct, Woodstock

Listing courtesy of Kerry Sheridan Signature Properties, LLC. Contact: 5403256313
$379,900
2 Beds ⋅ 2 Baths
Beautifully maintained second-floor traditional-style condominium residence offering 2 bedrooms, 2 full bathrooms, and 1,357 finished square feet in the desirable 55+ community of Courtyards at Waverly Woods East. Convenient elevator access and a thoughtfully designed layout make this home ideal for comfortable, low-maintenance living. // Step inside the bright and inviting interior where an open-concept layout creates a comfortable setting for everyday living and entertaining. The combined living and dining room is enhanced by plush carpeting, a classic chandelier, elegant chair railing, and abundant natural light streaming in from the covered balcony. A cozy gas fireplace serves as a warm focal point, while a breakfast bar and pass-through window seamlessly connect the space to the kitchen. // The well-appointed kitchen features ample wood cabinetry, generous countertop space, sleek white appliances, a pantry, and a conveniently located laundry closet. Just off the living room, French doors open to a versatile den, ideal for a home office, library, or hobby room. // The spacious owner's suite offers a peaceful retreat with a ceiling fan, two closets, and a private ensuite bath featuring a dual-sink vanity. A generously sized secondary bedroom provides dual-entry access to an additional full bathroom, creating convenience for guests. // Enjoy morning coffee or unwind in the evening on the covered balcony overlooking the community. // Residents of Courtyards at Waverly Woods East enjoy access to exceptional amenities, including an outdoor pool, tennis courts, and beautifully maintained common grounds. // Select photos are virtually staged for illustrative purposes only.

11185 Chambers Ct Unit #H, Woodstock

Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900
Start Your Search