Quick Chesterfield VA MLS Search

Browse All The Woods Properties for Sale

$489,000
4 Beds 3 Baths MDQA2017444 MLS
Welcome to 336 Timber Lane—a beautifully maintained Colonial offering the space, comfort, and lifestyle today's buyers are looking for, all in a convenient Grasonville location just minutes from Kent Island and the Bay Bridge. With over 2,100 square feet, this move-in ready home features 4 bedrooms, 2.5 baths, hardwood flooring, a cozy fireplace, and a spacious, flowing floor plan designed for everyday living and effortless entertaining. The bright kitchen overlooks the family room, creating the perfect gathering place for holidays, game nights, or simply spending time together. Upstairs, the spacious primary suite offers a peaceful retreat with a walk-in closet and private en-suite bath, while three additional bedrooms provide flexibility for family, guests, a home office, or fitness space. Step outside and enjoy a generous backyard with plenty of room for entertaining, gardening, play, or simply relaxing after a day on the water. One of Grasonville's best-kept secrets is the lifestyle. You'll enjoy quick access to marinas, waterfront restaurants, boating, fishing, shopping, and Route 50—all while experiencing less congestion than many neighboring communities. Best of all, this home offers an incredible opportunity to enjoy the Eastern Shore lifestyle while getting more home for your investment than many comparable properties on Kent Island. Whether you're commuting, raising a family, or looking for a place to enjoy everything the Chesapeake Bay has to offer, 336 Timber Lane delivers the perfect blend of space, value, and location.

336 Timber Ln, Grasonville

$1,199,000
6 Beds 5 Baths MDAA2138664 MLS
Tranquility and nature awaits you in this timeless all-brick estate, thoughtfully designed for both everyday living and MULTI-GENERATIONAL l flexibility — offering the rare feeling of living in your own private retreat while still being just minutes from the heart of Annapolis. With over 5,500 square feet, multiple private living areas, and the potential for dual primary-style suites, this home is perfectly suited for extended family living, an au pair setup, long-term guests, or evolving household needs. A long private drive opens to a circular driveway welcoming you home to a picturesque landscape filled with mature trees and open space. Complete with a three-car garage and separate shed, there’s plenty of room for vehicles, hobbies, storage, and weekend projects. Your home unfolds with beautifully designed living space, where hardwood floors, freshly painted interiors, abundant natural light, and generous room sizes create a warm and inviting atmosphere. The main level offers two spacious living areas, both with cozy fireplaces, a formal dining room, and a private office that could easily function as a main-level bedroom — creating additional flexibility for guests or multi-generational living needs. The second level features four spacious bedrooms and three full baths, along with a large bonus room over the garage offering endless possibilities for a playroom, studio, secondary living area, or potential second primary suite. The expansive primary retreat is complete with its own fireplace and large private bath featuring a soaking tub, separate shower, and dual vanity. The third upper level provides two additional bedrooms and a full bath, creating a private retreat ideal for guests, an au pair suite, or extended family. The finished lower level adds even more versatility with a large recreation room, exercise space, abundant storage, and walkout access to a second patio leading to the generous backyard. The lower backyard offers a secluded setting perfect for bonfires, s’mores, and evenings gathered with friends and family under the trees. Your outdoor experience continues with an expansive deck overlooking 2.25 private acres of surrounding woodland — an ideal setting for summer dinners, quiet mornings with coffee, or simply decompressing while listening to nature. Fresh eggs await from your very own chicken coop — and the chickens can convey if buyers wish. Perfectly positioned for your private oasis, yet just minutes from Annapolis, the Naval Academy, commuter routes, and local shopping. WATER ACCESS AND MARINAS JUST MINUTES AWAY- 3 MILES! A rare opportunity to enjoy space, privacy, flexibility, and nature while staying connected to everything the Annapolis area has to offer.

962 Coachway, Annapolis

$420,000
4 Beds 3 Baths MDQA2014722 MLS
Welcome Home! 321 Timber Lane is a move-in ready 4BR/3BA split foyer in the highly desirable Woods Community of Grasonville! This well-kept home is designed for both comfort and versatility. The main level features three bedrooms and two full bathrooms, including a primary suite with wooded views that provide a peaceful retreat. Enjoy a natural connection between the kitchen, dining, and living areas, with direct access to the rear deck for seamless indoor-outdoor living. The finished lower-level functions as the home’s fourth bedroom, complete with its own full bath. Whether used as a private guest suite, family room, playroom, or home office, this space offers flexibility to suit a variety of needs. A generous walk-in storage closet adds practicality and convenience. A separate laundry room is located just off the garage, offering its own dedicated space without interruption to daily living areas. Recent updates include a new roof (2023) and a new privacy fence, creating an outdoor space with both privacy and wooded views. For added peace of mind, a home warranty is included. Located minutes from the Chester River and Chesapeake Bay, you’ll enjoy access to boating, fishing, and waterfront dining. Route 50 is nearby, making commutes to Annapolis, Easton, or the Bay Bridge simple and convenient. With 4 bedrooms, 3 full bathrooms, a versatile finished basement, and wooded views, this Grasonville home is a standout opportunity. Come take a look for yourself and experience all it has to offer.

321 Timber Lane, Grasonville

$938,000
4 Beds 3 Baths MDAA2123074 MLS
Set on 2 private acres in the heart of Annapolis, this contemporary 4-bedroom, 2.5-bath home offers a rare blend of privacy, modern comfort, and unbeatable location. Just minutes from Routes 50 and 97, you can enjoy an easy commute to Washington, D.C., Baltimore, and beyond—while still being close to downtown Annapolis’ waterfront dining, boutique shopping, and historic charm. The circular driveway sets the tone for welcoming gatherings, while the fully fenced yard is perfect for pets, play, and entertaining. Two storage sheds are included—one oversized, fully insulated, with electricity and a heat source—making it an ideal workshop, hobby space, or year-round studio. Inside, the home greets you with an airy, light-filled living room centered around a dramatic two-story wood-burning fireplace. This architectural feature beautifully defines the living space from the adjacent dining area, creating a warm and inviting flow. The spacious eat-in kitchen offers stainless steel appliances, generous counter space, and a casual dining area—perfect for everyday meals or weekend brunch. Just off the kitchen, the family room opens to both a sunny wood deck and an enclosed sunroom, providing year-round enjoyment of the property’s natural surroundings. Upstairs, each bedroom is a retreat in its own right, featuring high slanted ceilings and walk-in closets. The primary suite includes a private deck for morning coffee or evening stargazing, a walk-in closet, and an ensuite bath with a shower stall. The second bedroom has been converted into a stunning home office/library with gorgeous custom wooden bookcases, perfect for work or study. The third bedroom is beautifully updated and bathed in natural light, while the fourth offers flexibility as a guest room, nursery, or additional office. A newly remodeled shared bathroom combines style and function with modern finishes. This home is more than just a place to live—it’s a lifestyle. Whether you’re hosting friends on the deck, enjoying quiet evenings by the fire, or heading into Annapolis for waterfront dining, you’ll love the combination of space, privacy, and proximity to everything.

966 Coachway, Annapolis

$449,900
4 Beds 3 Baths MDQA2012556 MLS The Woods BLDG.
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering 2,230 sq. ft. of comfortable living space and a 2-car garage. Thoughtfully updated over the years, this home blends modern upgrades with timeless charm, making it the perfect place to settle in. Step inside to find new carpet, fresh paint, updated locks, and all-new electrical outlets, light switches, wall plates (2015) and a cozy pellet stove in the family room. The kitchen is both stylish and functional, featuring stainless steel appliances, a newer microwave (2024), a double sink with a new disposal and faucet, and freshly painted cabinets (2024). The spacious primary suite offers a fully remodeled master bath shower (2020) along with new flooring, a toilet, painted cabinets, and updated faucets (2025). Additional updates include new flooring and toilets in the hall and half bath, plus painted cabinets and replaced faucets (2018-2019). Outside, the home has been enhanced with a new front door (2018) and painted deck railings with an added gate (2021), creating a welcoming entrance and backyard retreat. Modern lighting upgrades include new ceiling fans, updated foyer and hall lighting, and warm-dim LED recessed lights in the kitchen (2024-2025). This home has been lovingly updated and well-maintained, offering move-in-ready convenience with spacious living areas and modern finishes. Located in a desirable neighborhood with a great school district, this home is the ideal family-friendly house. Schedule your showing today!

121 Timber Lane, Grasonville

$565,000
4 Beds 3 Baths VACU2009858 MLS
Nestled on a private 1.39 acre cul-de-sac lot within The Woods subdivision of surprising Culpeper this stunning Colonial Williamsburg-style home exudes classic charm and refined craftsmanship throughout. Master builder R. Bruce Tibbetts ensured every detail reflected the architectural beauty and elegance you come to expect in finely built custom homes. Five stately brick fireplaces add warmth and character to the inviting indoor living spaces, perfect for both intimate gatherings and grand entertaining. This spacious 3000 sq.ft. 4-bedroom, 2.5 bath home boasts hardwood floors, soaring 10' high ceilings, designer swag & jabots window treatments and handsome custom trim throughout. The well-appointed eat-in kitchen with newer Samsung double ovens, Bosch dishwasher and a JennAir cooktop is perfect for culinary enthusiasts. Your formal living and dining rooms are reminiscent of those found in 18th Century homes. Both are adorned with oak hardwood flooring while a custom designed raised panel, chimney breast accentuates your marble surround brick hearth living room fireplace with handsome wood mantle and eyebrow lighting. Your oak tread staircase with Chippendale railing reproduced from the Coke-Garrett House, Williamsburg leads to the 2nd floor bedrooms and hall full bath. The A-framed bedroom is complete with hardwood flooring, plastered fireplace, beaded trim, plank walls & doors. The hardwood floored Master Suite is ready for your bathroom update. There’s a second staircase to the floored attic and a third staircase leading down to the library. A true bibliophile’s dream, your inviting library sanctuary is lined with bookcases and built-in window bench seating/storage, offering the perfect space to read, study, and relax. Enjoy cool breezes and scenic pastoral views sitting on your adjoining 22' x 10' screened porch while sipping your morning coffee or an evening glass of wine. Plans to finish the 1500 sq.ft. basement with wood-burning fireplace and brick flooring didn’t come to fruition. Five Andersen windows, shower stall and toilet covey. Exit your walk-out basement via a custom herringbone pattern door with beaded trim, hand forged hardware and Jack arch. Extras Include: Brand New Architectural Roof, Interior Recessed, Pendant and Sconce Reproduction Lighting, Hipped Dormers, Exterior Flood Lighting, Hexagon Tiled ½ Bath with Pedestal Sink, 2 Coat Closets, Chair, Crown & Wide Doorway Moldings, Pantry with Pull-out Shelving, Covered Front Porch with Chinese Chippendale Rail, Dentil Block Molding, Front Door with 5 Part Trim and Transom Window, Brick Arch Basement Windows, Brick Skirt, Crawl Space Storage under Rear Porch, Central Vacuum, 2 refrigerators, microwave, washer, dryer, 80 gallon Whirlpool Water Heater and Trane 2 Zone Heat Pump HVAC! The home is serviced by a private well and septic system. Comcast provides fiber optic internet to this wonderful home. The Colonial Bead wood siding is awaiting the new owner’s choice of paint color at the new owner’s expense. The owner prefers to sell the home as is. Culpeper, Virginia, named the “Prettiest Town in Virginia” by Architectural Digest, 2018, combines small town charm with big city convenience. Less than an hour's drive from Washington, DC, Fredericksburg, and Charlottesville, Culpeper is the perfect place to escape the congestion and enjoy a little country living. Shenandoah National Park is less than 35 minutes from downtown. Culpeper, a Great American Main Street is filled with boutique shops, award-winning chef inspired cuisine and a thriving business community. 19389 Woods Road, with its impeccable attention to detail and historic-inspired design offers a rare blend of traditional and modern comfort. This exquisite one owner home provides a private setting with beautiful expansive views! Priced very attractively at $545,000 with a Culpeper County assessed value of $544,800, taxes are estimated to be only $2561 this year. No HOA! Come Quick!

19389 Woods Road, Culpeper

$690,000
5 Beds 4 Baths MDBC2091572 MLS
OPEN SATURDAY: 11-1PM ** This magnificent home truly has it all--including a fabulous in-law suite! With over 3000 square feet, this stunning 5 bedroom, 3.5 baths has all the upgrades and beautiful finishes you are looking for. The main living level has an elegant and flexible open floor plan with a fabulous kitchen/family room area with a wonderful stone fireplace as the main focal point . The lovely white kitchen (new in 2020) has a suite of new stainless appliances, quartz countertops, an island, separate counter area for seating, lots of cabinet space and pantry, and a breakfast area with tons of natural light. The kitchen area opens out to a lovely and private screen porch with ample room for a large table as well as plenty of seating for tv watching or relaxing. The dining area is perfect for family meals or for larger groups as the open floor plan allows. The elegant 2 story living room and foyer are full of natural light and provide a perfect entertaining space. The large and lovely primary bedroom en suite is at the top of the stairs and the bathroom was completely remodeled in 2020. There is a coveted second floor laundry area, and then 3 more lovely bedrooms....one with a unique Juliet balcony that overlooks the living room. This space could be used as an office or bedroom. There is also a private office on the main level. The in-law suite, or separate apartment space in the lower level is spacious and complete with a full kitchen , it's own laundry, living room with fireplace, and large bedroom and bath. An oversized attached 2 car garage completes the picture! Everything in this fabulous home has been upgraded or replaced since 2019-2020. New roof 2021, HVAC-2019, HWH- 2019. The house has been freshly painted. All this, and, you are so close to all the White Marsh shops, parks, and more! Take a look at the pictures and then come see it for yourself!

8206 Annadaniel Drive, Rosedale

$715,000
4 Beds 6 Baths MDBC2088592 MLS
This handsome stone-and-cedar home situated in the coveted Woods neighborhood exudes privacy and serenity on an immaculately manicured landscaped and tree lined one acre lot. Upon entry into the foyer, you’re immediately met with glistening hardwood floors in the adjacent living room. Embrace the desirable open main level floor plan offering generously proportioned living spaces including a substantial kitchen fit for a chef which boasts abundant countertop space and display cabinets with lighting, stainless steel appliances including a double wall oven, pantry, breakfast bar and spacious breakfast room. Relax with family and friends in the sun-filled family room featuring a stately fireplace with magnificent floor-to-ceiling stone surround. Continue entertaining in the formal dining room ideal for any size gathering. Retire to the upper level which presents a luxuriously sizable owners' suite that includes a sprawling bedroom with a comfortable sitting room, colossal walk-in closet and dressing room. Relax in the spa-like bathroom with marble flooring, jet tub and double vanity. The upper level includes 3 additional considerable sized bedrooms and two full baths. The sprawling lower level recreation room is perfect for unwinding to your favorite TV show or sports game. Have your parties and private dining events out on the large rear deck that overlooks an expansive, park-like rear yard that's bordered with a mature tree buffer for fabulous privacy. Recent upgrades include a 3.5 year old roof and a 1.5 year old septic.

1263 Berans Road, Owings Mills

Start Your Search
Home Value Market Report

Get an INSTANT market report

Home Value Property Valuation

Get an INSTANT property valuation now!