Whispering Woods Real Estate

Whispering Woods Real Estate

Welcome to Whispering Woods, a serene subdivision nestled in the heart of the United States, where nature meets modern living. This enchanting community is designed for those who appreciate the tranquility of wooded landscapes while enjoying the conveniences of contemporary amenities.

Whispering Woods boasts beautifully crafted homes that harmonize with the lush surroundings, offering a variety of styles to suit every taste. Each residence features spacious layouts, modern finishes, and energy-efficient designs, ensuring comfort and sustainability for families of all sizes. The subdivision is thoughtfully planned, with tree-lined streets and meticulously landscaped yards that create a picturesque environment for residents to enjoy.

One of the standout features of Whispering Woods is its commitment to outdoor living. Residents have access to an array of walking trails, parks, and recreational areas, perfect for family outings, morning jogs, or peaceful strolls with furry friends. The community also hosts seasonal events, fostering a strong sense of camaraderie among neighbors and creating lasting friendships.

Conveniently located near major highways, Whispering Woods offers easy access to shopping, dining, and entertainment options, making it an ideal choice for those seeking a balance between peaceful living and urban convenience. Top-rated schools are also within a short distance, ensuring that families have access to quality education.

Discover the charm of Whispering Woods, where every day feels like a retreat in nature, yet you're never far from the vibrancy of city life. Come and explore your future home in this idyllic community today!

Newest Listings in Whispering Woods

$419,900
3 Beds ⋅ 3 Baths
​3 BEDS | 2.5 BATHS | WHISPERING WOODS | COLONIAL TOWNHOUSE ​Welcome to This Charming 3-bedroom, 2.5-bathroom Colonial Townhouse in Whispering Woods. Great Lot that Backs to Tranquil, Wooded Views, this Move-In Ready Home Offers a Blend of Style, Comfort, and Functional Living Space. ​KEY HIGHLIGHTS: ​Gourmet Kitchen: Quartz Countertops, Stainless Steel Appliances, Hardwood Floors and Seamless Open Flow into the Dining Area—Ideal for Hosting and Entertaining. ​Spacious Living: Open Main Level with Hardwood Floors Throughout, Recessed Lighting and Ceiling Fans. ​Outdoor Oasis: Private Deck and Patio Overlooking Trees. ​Walkout Basement: Full, With Large Family Room with Walkout Access, Full Bath, Laundry and Loads of Storage. ​Parking and Amenities: Assigned Parking with Ample Overflow Parking and Community Access to Playgrounds and Common Area. ​HVAC 3 Years Old. Pella Windows and Sliders. Schedule your private tour today!

1740 Woodtree Cir, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$975,000
5 Beds ⋅ 5 Baths
Welcome to Whispering Woods, an exclusive residential community of just 79 homes nestled in desirable West Ocean City. Sited on a private 1-acre lot adjoining a tranquil pond and protected green space, this incredible 5-bedroom, 5.5-bathroom estate delivers exceptional privacy and sweeping water views with zero added maintenance. Best of all, this coastal retreat is situated just minutes from Ocean City’s famous boardwalk, nationally ranked beaches, dynamic entertainment, dining, shopping, and scenic Assateague Island. A long, sweeping paved driveway leads past an expansive parking pad to the spacious 3-car garage, offering abundant space for vehicles and guests alike. Approaching the front entrance, a beautiful stone porch creates a warm, inviting welcome into the open and airy two-story foyer. Step inside to the impressive main living room, where dramatic two-story ceilings, architectural wood beams, and soaring floor-to-ceiling windows flood the space with natural light while capturing breathtaking, peaceful views of the pond. Built-in cabinetry and a gas fireplace with a refined stone surround and mantel form a cozy centerpiece for relaxation or entertaining. Directly adjacent, the chef inspired kitchen combines sleek functionality with classic elegance, featuring high-end quartz countertops, rich 48 inch custom cabinetry, and premium stainless steel appliances. Designed with flexibility in mind, the main level accommodates everyday luxury alongside guest comfort. The sprawling first floor primary master suite features its own ambient gas fireplace, dual walk-in closets, two separate vanities, a deep soaking tub, and a custom walk-in tiled shower. Perfect for multi-generational living or host convenience, the first floor also houses two additional full bedrooms and a second full bathroom. An open staircase framed by oversized windows leads up to the second level, opening onto a sitting area that overlooks the grand living room below. This upper level features a second master suite with its own private en-suite bathroom and walk-in closet, along with another spacious guest bedroom that also includes a walk-in closet and en-suite bath. Completing the upper level on the opposite wing of the residence is a self-contained in-law suite, offering exceptional privacy with both internal access and a dedicated exterior side entrance. This private apartment includes a bedroom, a versatile den currently utilized as an extra bedroom, a comfortable living area, a dining space, a full bathroom, and its own dedicated washer and dryer. Outfitted with low maintenance Luxury Vinyl Plank flooring throughout, two full sets of washers and dryers, and two cozy fireplaces, this home pairs thoughtful design with coastal convenience. Surrounded by acres of pristine natural buffers, this private oasis delivers the lifestyle you have been searching for in West Ocean City.

12548 Whispering Woods Dr, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$364,000
3 Beds ⋅ 2 Baths
Open House Sunday 11:30am-2:00pm!! Rarely available end-unit townhome in sought-after Whispering Woods! Brand New 50 yr architectural roof! This move-in ready 3 bedroom, 1.5 bath home offers privacy and charm surrounded by mature trees. Enjoy spacious living areas, and a fenced rear yard perfect for relaxing or entertaining. Private shed provides additional storage. Conveniently located near shopping, restaurants, parks, and major commuter routes with easy access to Downtown Annapolis, Route 50, and I-97.

1503 Lodge Pole Ct, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$559,900
4 Beds ⋅ 3 Baths
SPACE, STYLE & ROOM FOR EVERYONE! Welcome to this beautiful Colonial located in a neighborhood of larger homes, conveniently close to shopping, schools and major highways. Step inside the impressive 2-story foyer and discover a home designed for comfortable living and entertaining. Hardwood floors highlight the formal dining room, while a stunning full-wall stone propane fireplace creates a warm focal point in the formal living room. Continue into the spacious family room with sliders leading to the rear deck and backyard. The large island kitchen offers a breakfast bar, full appliance package with propane range and oven, and plenty of space to gather. Upstairs you'll find 4 total spacious bedrooms with an impressive Primary Suite featuring a sitting area and a HUGE walk-in closet! Need more room? The fully finished basement delivers with a built-in bar, additional recreation space and a separate extended living area, and the 5th Bedroom ideal for guests or family members wanting their own space. Step outside to the large rear deck overlooking a peaceful backyard that feels like your own private park! A dedicated fire pit area adds another great place to relax, entertain and enjoy the outdoors. Newer heating and A/C, an attached 2-car garage and plenty of living space complete the package. Don't miss this one--schedule your private showing today!

1220 Overlook Ct, Saylorsburg

Listing courtesy of Keller Williams Real Estate. Contact: 5704212890
$749,900
4 Beds ⋅ 3 Baths
Beautifully maintained 4-bedroom, 3-bath home offering an exceptionally versatile floor plan in one of West Ocean City's most desirable areas. The main level features two bedrooms, including the primary suite, two full baths, a private office, and inviting living spaces with an open flow to the beautifully updated kitchen. The kitchen features new quartz countertops, a center island, a new refrigerator and microwave, abundant cabinetry, and a walk-in pantry. The first-floor primary suite includes a beautifully remodeled, spa-like bath with double vanities and an impressive oversized walk-in tiled shower. Upstairs you'll find two additional bedrooms, a full bath, and a spacious bonus room offering wonderful flexibility for a second living area, game room, media room, or guest space. Additional features include geothermal heating on the first floor, a heat pump serving the second level, new carpet in the living room and a new washer and dryer in the laundry room, conveniently located just off the garage. Outside, enjoy a peaceful, private wooded setting with a fenced backyard, rear deck, and hot tub—perfect for relaxing or entertaining after a day at the beach. Ideally situated in West Ocean City, this home offers the best of both worlds: a quiet residential setting while remaining just minutes from Ocean City beaches, Assateague Island, marinas, shopping, and some of the area's favorite waterfront restaurants. A wonderful opportunity to enjoy space, privacy, and the coastal lifestyle in a highly desirable location. Owners have an option to purchase a pool membership at the neighboring community of Mystic Harbor for $500 per year, offering an Olympic-sized swimming pool. Furniture may be available and is negotiable with an acceptable offer.

12514 Whispering Woods Dr, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$519,900
3 Beds ⋅ 3 Baths
Welcome to this beautiful, like-new end-unit Carriage House in the highly sought-after 55+ community of Whispering Woods! Built just five years ago, this impeccably maintained 3-bedroom, 3-bath home offers the perfect blend of modern style, low-maintenance living, and exceptional community amenities. Ideally situated on a premium homesite backing to tranquil woods, with open space on one side and a nearby pond on the other, this home provides both privacy and scenic surroundings. A two-car garage, private driveway, and convenient overflow parking ensure plenty of space for residents and guests alike. Step inside to discover luxury vinyl plank flooring throughout most of the main level and an inviting open-concept layout that seamlessly connects the living room, dining area, and kitchen. The spacious living room is anchored by a gas fireplace and enhanced with recessed lighting. Designed for both everyday living and entertaining, the kitchen features Quartz countertops, stainless steel appliances, a center island with breakfast bar seating, soft-close cabinetry, a subway tile backsplash, gas cooking, and a spacious pantry. Just off the kitchen, enjoy your morning coffee or evening relaxation in the screened porch, which opens to a patio overlooking the peaceful backyard. The spacious first-floor primary suite offers a tray ceiling, walk-in closet, and a private en-suite bath with luxury vinyl plank flooring. Also on the main level are a second bedroom, an additional full bath, a convenient laundry room, and direct access to the garage. Upstairs, you'll find a generous loft that offers endless possibilities for a home office, hobby room, or additional living space, along with a third bedroom and another full bathroom – perfect for visiting family and friends. Additional upgrades include beautiful plantation shutters, enlarged moldings, dual-zone HVAC, a tankless water heater, LeafFilter gutter protection, and abundant closet space. Life at Whispering Woods means enjoying a truly carefree lifestyle. The HOA takes care of landscaping, lawn care, snow removal (including driveways), and trash service, allowing you more time to enjoy the community's outstanding amenities. Residents have access to a beautiful clubhouse with a fitness center, community pool, card room, bocce ball courts, and pickleball courts, along with an active social calendar filled with planned events, games, and activities. The community's unique "Neighbors Helping Neighbors" committee fosters a welcoming atmosphere where residents come together to lend a helping hand whenever needed. This move-in ready home offers the perfect combination of comfort, convenience, and community. Don't miss your opportunity to enjoy the exceptional lifestyle that Whispering Woods has to offer!

352 Tranquility Way, Middletown

Listing courtesy of Compass. Contact: 3022029855
$492,000
3 Beds ⋅ 3 Baths

1702 Oak Ct, Monmouth Junction

Listing courtesy of Sun Realty. Contact: (631) 965-3539
$385,000
3 Beds ⋅ 2 Baths
Welcome to 413 Blossom Tree Court, a beautifully cared‑for duplex in the highly sought‑after Whispering Woods community on the Broadneck Peninsula. This lovingly maintained 3‑bedroom, 2‑full‑bath home offers a functional layout, thoughtful updates, and exceptional access to parks, trails, and everyday conveniences. Please note the home is currently tenant‑occupied and not staged or decluttered. We encourage buyers to look beyond the present condition and focus on the property’s strong potential. Amazing features are: The main level features a bright, renovated (2023) kitchen with granite countertops, stainless steel appliances, and abundant natural light. A dedicated dining area flows seamlessly into the kitchen, with expansive sliders opening to a private deck overlooking a large backyard and lush wooded views—an ideal setting for play, gardening, entertaining, or simply relaxing in your own outdoor retreat. Upstairs, you’ll find three comfortable bedrooms, including a spacious primary with double closets, and a tastefully renovated full hall bath (2023) conveniently located for all bedrooms. The partially finished lower level offers outstanding flexibility with a full bathroom, making it perfect for a guest suite, 4th bedroom, recreation room, or home office. The unfinished portion includes the laundry area, utilities, and direct walk‑out access to the backyard, providing convenience and excellent potential for future expansion. Opportunities include adding a lower‑level patio or a three‑season room beneath the existing deck. Additional features include hardwood‑look laminate flooring throughout, new HVAC (2023), and a hot water heater (2000). Whispering Woods offers a low HOA of just $347/year, playgrounds, walking paths, and easy access to the newly completed Broadneck Peninsula Trail. From your front door, you can bike or walk to grocery stores, restaurants, the library, Broadneck Park, and even Sandy Point State Park. Located on a quiet, less‑dense street within the community, this home provides exceptional convenience to Route 50, Route 2, and Route 97, with an easy commute to Baltimore, Washington, the Bay Bridge, the Naval Academy, and historic Annapolis. Situated in the award‑winning Broadneck school district, this is a wonderful opportunity to own a well‑loved home in one of Broadneck’s most desirable neighborhoods.

413 Blossom Tree Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$423,000
2 Beds ⋅ 2 Baths
Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and two full bathrooms, the home combines comfort and style with luxury vinyl plank, plush carpet, and tile flooring. The open floor plan creates a bright and welcoming living space, enhanced by recessed lighting in the entry, living room, and kitchen. The spacious kitchen is designed for both everyday living and entertaining, complete with a gas stove, center island, and seamless flow into the main living and dining areas. The inviting primary suite showcases an elegant tray ceiling, abundant closet space, and a private ensuite bathroom featuring a step-in shower with built-in bench and safety grab bar and a spacious vanity. A second bedroom and full bath provide comfortable accommodations for guests or a home office. An energy efficient, on-demand hot water system not only helps reduce utility costs but also provides nearly instant hot water throughout the home for added comfort and convenience. The front garden and manicured lawn add to the curb appeal of this immaculately maintained residence. Enjoy low-maintenance living while taking advantage of exceptional community amenities, including a clubhouse with a fitness center, outdoor pool, and pickleball courts. Conveniently located, this home offers the perfect blend of peaceful, tree-lined surroundings and easy access to shopping, dining, healthcare and major roadways. This is a rare opportunity to experience low-maintenance living in an attractive neighborhood designed for comfort, convenience and an active lifestyle.

1428 Whispering Woods Rd, Middletown

Listing courtesy of Compass. Contact: 3022734998
$375,000
3 Beds ⋅ 2 Baths
PRICE IMPROVEMENT! Set on a corner lot in Whispering Woods, this updated and move-in-ready end-unit townhome offers 3 bedrooms, 2 full baths, and a spacious, fully fenced backyard. Inside, you'll find abundant natural light, granite countertops, stainless steel appliances, updated baths, and a finished walkout lower level with direct outdoor access, making it ideal for a family room, home office, playroom, or guest space. The fully fenced backyard provides plenty of room to relax, entertain, garden, or let pets play, while a new roof adds peace of mind. Conveniently located just minutes from Route 50, downtown Annapolis, shopping, dining, parks, and more.

1528 Lodge Pole Ct, Annapolis

Listing courtesy of Taylor Properties. Contact:

$569,900
3 Beds ⋅ 3 Baths
Welcome to 529 Contemplation Way, an exceptional home located in the highly sought-after Whispering Woods 55+ active adult community in Middletown, Delaware, where luxury, convenience, and a carefree lifestyle come together. Designed for buyers seeking the ease of first-floor living without sacrificing space, this beautifully maintained home offers the perfect blend of elegance, flexibility, and low-maintenance living. Outstanding curb appeal, a welcoming covered front porch, and manicured landscaping create an inviting first impression, while the dramatic two-story foyer and rich hardwood flooring throughout most of the main level immediately showcase the home's quality craftsmanship. The open-concept floor plan is filled with abundant natural light and soaring vaulted ceilings, creating a bright, spacious atmosphere ideal for everyday living and entertaining. The expansive family room flows seamlessly into the dining area before opening to the screened porch and oversized stamped concrete patio, providing exceptional indoor-outdoor living for morning coffee, relaxing evenings, or entertaining family and friends. The beautifully appointed kitchen is the centerpiece of the home, featuring stainless steel appliances, designer countertops, a stylish tile backsplash, abundant cabinetry, hardwood flooring, an undermount sink with a gooseneck faucet, and a large center island with seating and additional storage. Just beyond, the sun-filled breakfast area with its vaulted ceiling offers the perfect place to begin each day. The spacious main-level primary suite provides the comfort today's buyers desire with a tray ceiling, generous closet space, and a private bath featuring a double vanity and walk-in shower. A dedicated first-floor office offers flexibility for working from home, hobbies, crafts, or a quiet reading room, while the convenient first-floor laundry room and powder room complete the thoughtfully designed main level. Upstairs, you'll discover three additional spacious rooms along with an open loft overlooking the main living area, creating the perfect second family room, media room, game room, or private retreat for overnight guests and visiting family. Whether you're hosting holidays or simply need additional living space, this versatile layout adapts beautifully to your lifestyle. The expansive unfinished basement provides exceptional storage and endless possibilities for future finished living space, including a recreation room, fitness studio, workshop, hobby room, or home theater. Beyond the home itself, Whispering Woods offers one of Middletown's premier active adult lifestyles, featuring a beautifully appointed clubhouse, fitness center, outdoor swimming pool, gathering spaces, and an active social calendar filled with clubs, activities, and community events. Lawn care and snow removal are included, allowing homeowners more time to travel, relax, and enjoy everything the community has to offer. Ideally located just minutes from Historic Downtown Middletown, residents enjoy convenient access to outstanding restaurants, boutique shopping, coffee shops, grocery stores, healthcare, parks, walking trails, golf courses, and major commuter routes including Route 1, while remaining within easy reach of Delaware's beaches, Wilmington, and Philadelphia. Combining timeless architecture, an open and flexible floor plan, abundant natural light, outstanding indoor and outdoor living spaces, resort-style community amenities, and the convenience of move-in-ready first-floor living, 529 Contemplation Way presents a rare opportunity to enjoy the lifestyle you've been waiting for in one of Middletown's most desirable 55+ communities.

529 Contemplation Way, Middletown

Listing courtesy of BHHS Fox & Roach - Hockessin. Contact: (302) 999-9999
$639,900
4 Beds ⋅ 2 Baths
This beautiful white brick ranch home with a full basement, two-car garage and large asphalt parking area is a one-of-kind find in southern Maryland. Built by PF Summers in 2002, this home combines thoughtful, wood finishes, and quality craftsmanship in one of Calvert County’s most desirable communities. As you enter the home through its beautiful front porch, you will find an entryway and living room with 12 ft ceilings and crown moldings, a fire place and direct access to beautiful red cedar screened-in back porch overlooking a large back yard with an 8x8 paver fire pit. It could also fit a large deck and pool area. The living room also connects on one side to 3 bedrooms each with 1-2 large closets and full bath with a double vanity and separate enclosed toilet with large cabinet. On the other side, the living room connects to a beautiful dining room with crown moldings, wainscoting and baseboards, and a large kitchen with breakfast nook with views of the red cedar back porch and back yard. The kitchen features large wood cabinets and counter space areas for prepping/serving meals as well as an easy access pantry. The primary bedroom suite, laundry and garage are on this side of the home as well. The garage is a two-car side-load garage with its own large storage area as well as attic space access. The primary suite has views of the backyard and access to future external deck. The suite includes a large bathroom with white tiling, large jacuzzi tub, the walk-in shower with a glass door, spacious his and hers vanities, spacious walk-in closet, and an enclosed toilet with large cabinet. The primary bath is also connected to a separate room containing a washer and dryer, a laundry/utility sink, spacious linen closet and laundry shelving for convenience. The curb appeal shines with this white brick house sitting high on a beautiful 2-plus acre lot including spacious two-car side-load garage, huge asphalt parking area, matching brick mailbox and welcoming front porch. This home also has outstanding possibilities depending on your needs with its 2,626 sq ft walkout basement - ideal for in-law suite, theatre room, entertainment, extra bedrooms in the future or storage (already plumbed for two full baths, laundry room and kitchen and has a separate basement heating/cooling unit and ducting already installed). As a resident of Whispering Woods, you’ll enjoy access to community amenities including a tennis/basketball court and playground.

3005 Blackberry Ln, Prince Frederick

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663
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