Whispering Woods Homes with Fee Simple Ownership

Whispering Woods Homes with Fee Simple Ownership

Welcome to Whispering Woods, a serene subdivision nestled in the heart of the United States, where nature's beauty meets modern living. This enchanting community is designed for those who appreciate tranquility and the great outdoors, making it the perfect haven for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Whispering Woods boasts an array of stunning homes, each offering fee simple ownership, allowing you the freedom to truly make your property your own. With this type of ownership, you can enjoy the benefits of complete control over your home and land, providing the perfect canvas for your personal touches. Whether you’re looking for a charming single-family home or a spacious residence with expansive yards, Whispering Woods has something for everyone.

The subdivision is surrounded by lush greenery and picturesque landscapes, making it ideal for outdoor enthusiasts. Residents can take advantage of nearby parks, hiking trails, and recreational facilities, ensuring that there’s always something to do. Additionally, the community fosters a strong sense of belonging, with friendly neighbors and regular events that bring everyone together.

Conveniently located near shopping centers, schools, and major highways, Whispering Woods offers the perfect blend of seclusion and accessibility. Embrace the lifestyle you’ve always dreamed of in this enchanting community, where every day feels like a peaceful getaway. Discover your new home in Whispering Woods today, and experience the charm of a neighborhood that truly feels like home.

Newest Whispering Woods Homes with Fee Simple Ownership

$369,900
3 Beds ⋅ 3 Baths ⋅ MDAA2152192 MLS
Welcome to 1424 Foxwood Ct, a beautifully updated townhome in sought-after Whispering Woods. Step outside to a large deck with stairs to the fenced backyard, a paved patio, raised garden bed, and new shed — outdoor living space rarely found in this price range. Inside, new flooring runs through all three levels, complemented by recessed lighting, an updated kitchen and bathrooms, and a new entry door with all-new interior doors. The lower level offers additional finished living space with its own full bathroom — ideal for a guest suite, office, or extra living space. A new roof and gutters add peace of mind for years to come.

1424 Foxwood Ct, Annapolis
$404,000
3 Beds ⋅ 2 Baths ⋅ MDAA2152046 MLS
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. 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
$364,000
3 Beds ⋅ 2 Baths ⋅ MDAA2151654 MLS
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
$384,500
3 Beds ⋅ 2 Baths ⋅ MDAA2150716 MLS
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
$579,900
3 Beds ⋅ 3 Baths ⋅ DENC2105858 MLS
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
$390,000
3 Beds ⋅ 3 Baths ⋅ MDAA2149902 MLS
This beautifully renovated home, (full interior and exterior upgrades) offers turn-key living in one of Annapolis’s most desirable neighborhoods. Main Level & Kitchen: Step inside to flowing hardwood floors that span the entire main level. The thoughtfully redesigned kitchen features custom white KraftMaid shaker cabinetry with elegant brass hardware, sleek granite countertops, and premium Samsung stainless steel appliances (2020). Storage is abundant with two generous pantries and a central island equipped with custom drawers for pots and pans, dedicated cabinet space for baking sheets and towels, and stylish pendant lighting. Outdoor Living & Amenities Directly off the kitchen, step out onto a large deck featuring a custom electronic awning—perfect for shaded outdoor entertaining. Below, the walk-out basement leads to an extended private patio complete with pavers, an attached swing, built-in seating with a large deck box, two raised flower beds, a spacious shed, and a fully fenced yard. Upper Level: Durable laminate flooring runs throughout the second floor, which features chair railing across the bedrooms. The master bedroom boasts impressive storage with two closets; one large standard closet plus a spacious walk-in closet.

1154 Riverboat Ct, Annapolis
$495,000
2 Beds ⋅ 2 Baths ⋅ DENC2103400 MLS
Welcome to this warm and inviting end unit carriage-style home located in the 55+ community neighborhood of Whispering Woods. This home offers one floor living with 2 bedrooms & 2 full baths on the main level. Upon entering you will be greeted by LVP flooring which resembles a hardwood look that flows throughout the main living areas. The open-concept layout features a modern kitchen with quartz countertops, stainless steel appliances, a gas range, and a large island perfect for casual dining or entertaining. The living area offers a gas fireplace and outdoor access. The spacious primary suite is a true retreat with a tray ceiling, a walk-in closet and a beautifully tiled shower in the en-suite bath. Lots of windows allow natural light to stream in adding warmth to the home, but if you desire fresh air, just step outside to enjoy the beautifully designed screened in porch. The residents enjoy access to a clubhouse, swimming pool, and a variety of other top-tier amenities designed to support an active and social lifestyle. Conveniently located near shopping, dining and recreational options, this home is an exceptional opportunity to embrace low-maintenance, resort-style living. Schedule a showing today and discover the charm and comfort of this wonderful home!

1426 Whispering Woods Rd, Middletown
$645,000
4 Beds ⋅ 2 Baths ⋅ MDCA2026970 MLS
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
$439,900
3 Beds ⋅ 2 Baths ⋅ MDAA2140770 MLS
FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT. THANK YOU FOR SHOWING

1531 Hickory Wood Dr, Annapolis
$895,000
5 Beds ⋅ 4 Baths ⋅ NJCB2027984 MLS
Located in the prestigious Whispering Woods Community, this pristine two-story, 5 bedroom, 3.5 bath home is truly ready for new beginnings. The second level features a well-appointed main hall bathroom and four spacious bedrooms, including an impressively sized primary suite complete with an oversized walk-in closet and a private ensuite bathroom with spa tub and dual vanities that complete your own peaceful retreat. Step through the exquisite foyer on the main level to find a thoughtfully designed layout offering a formal dining room, den, family room, an additional bedroom, and a full bathroom, making this ideal for guests or multi-generational living. The open kitchen seamlessly connects to the laundry room, three-car garage, and a raised concrete deck with patio that overlooks the in-ground pool, creating the perfect flow for everyday living and entertaining. The finished basement showcases the most recent updates to the home and serves as an entertainer’s dream. This expansive entertainment lair includes an in-home theater room, full bar with barstools, pool table, shuffleboard, video arcade game, and ample space for high-top tables and seating—perfect for hosting memorable gatherings of any size. With generous living space, flexible accommodations for in-laws or extended family, and endless indoor and outdoor entertainment options, this home truly has it all. Schedule your private showing today and experience everything this exceptional Whispering Woods property has to offer.

1869 Whispering Woods Way, Vineland
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