22

Homes for Sale in 20158

Section Image Section Image Section Image
  • /2

    $725,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    15 Hamilton Terrace Dr, Hamilton, VA 20158

    Beautifully updated corner-lot home just outside the Town of Hamilton—enjoy the charm of small-town living with NO town taxes and NO HOA! This 3-bedroom, 2 full bath home with a partially finished basement offers 1,648 finished square feet on a manageable 0.30-acre lot, blending modern upgrades with timeless comfort. Ideally located within walking distance to downtown Hamilton and the local park,

    Agent Photo

    Mark Laing

    Keller Williams Realty

    (540) 417-1818

    15 Hamilton Terrace Dr, Hamilton, VA 20158
  • /99

    $1,625,000

    • 5 Beds
    • 5.5 Baths
    • 7,361 Sq Ft

    15806 Waterford Creek Cir, Hamilton, VA 20158

    **MAJOR PRICE REDUCTION!** Former Carr Homes “Lancaster” Model | Nearly 8,000 Finished Sq Ft | 3 Private Acres Backing to Woods | This is the one that checks every box! A stunning executive home loaded with upgrades, perfectly positioned on a quiet, wooded 3-acre homesite in sought-after Waterford Creek. From the moment you arrive, the curb appeal stands out—lush landscaping, landscape lighting,

    Bob Caines RE/MAX Distinctive Real Estate, Inc.

    15806 Waterford Creek Cir, Hamilton, VA 20158
  • /99

    $1,900,000

    • 5 Beds
    • 4.5 Baths
    • 7,757 Sq Ft

    38527 Ditchling Place, Hamilton, VA 20158

    New Price, New Opportunity! A home for generations with generous living spaces for everyone in your life! Live like you are on vacation every day! Bikers, Walkers and Runners -- love the location with easy access to the W&OD Trail! Exquisite Semi-Custom Estate in Heather Knolls II – 3.62 Acres with Private Pond Nestled on a stunning 3.62-acre estate lot in the highly desirable Heather Knolls II

    Sue Smith Compass

    38527 Ditchling Place, Hamilton, VA 20158
  • /12

    $1,653,725 New Construction

    • 4 Beds
    • 6.5 Baths
    • 6,701 Sq Ft

    16054 Keymer Hill Ct, Hamilton, VA 20158

    Visit our Open House this Saturday & Sunday at 1pm - 3pm COMPLETION FORECAST: Immediate Delivery Nestled in the heart of Hamilton, Virginia’s renowned horse and wine country, Fellows Crest is Evergreene Homes’ newest and most exclusive community. Featuring just five single-family estate homes, this intimate enclave offers breathtaking views of rolling foothills and a serene, countryside setting.

    Jennifer Riddle Pearson Smith Realty, LLC

    16054 Keymer Hill Ct, Hamilton, VA 20158
  • /30

    $1,719,305 New Construction

    • 5 Beds
    • 5.5 Baths
    • 6,439 Sq Ft

    16043 Keymer Hill Ct, Hamilton, VA 20158

    TO BE BUILT HOME – COMPLETION FORECAST – SUMMER 2026 Set in Hamilton Virginia in the heart of horse and wine country, sits Fellows Crest, Evergreene Homes’ latest community. Consisting of 5 single family estate homes. This community is greeted by beautiful views of the rolling foothills and is just a short drive from downtown Leesburg. Evergreene Homes is proud to present The Chapman, our most

    Jennifer Riddle Pearson Smith Realty, LLC

    16043 Keymer Hill Ct, Hamilton, VA 20158
  • /105

    $1,800,000

    • 5 Beds
    • 4.5 Baths
    • 6,709 Sq Ft

    16064 Waterford Creek Cir, Hamilton, VA 20158

    A Class of Its Own! A rare and remarkable offering in the heart of Waterford Creek, this distinguished estate captures the essence of refined luxury, architectural beauty, and serene countryside living. Perfectly sited on over 3 private acres, this exceptional four-sided brick residence is a statement of elegance—where every detail has been thoughtfully curated and every space invites both grand

    Tanya Spotts Long & Foster Real Estate, Inc.

    16064 Waterford Creek Cir, Hamilton, VA 20158
  • /2

    $1,662,285 New Construction

    • 4 - 7 Beds
    • 3 - 7.5 Baths
    • 4,629+ Sq Ft

    Chapman Plan at Fellows Crest, Loudoun County, VA 20158

    Evergreene Homes Builder
    0 Keymer Hill Ct Unit 38508578, Loudoun County, VA 20158
  • /100

    $2,500,000 Open Tue 4PM - 7PM

    • 3 Beds
    • 6 Baths
    • 5,400 Sq Ft

    40325 Charles Town Pike, Hamilton, VA 20158

    Perfectly positioned along Charles Town Pike, this is a rare opportunity to own a true destination property in Loudoun County with both high visibility and a scenic, private setting. Set on 3.5 acres backing to a picturesque 20-acre horse farm, the property offers a unique blend of accessibility, charm, and flexibility with dual entrances and parking for 50+ vehicles. Originally designed and

    Jake Barney Redfin Corporation

    40325 Charles Town Pike, Hamilton, VA 20158
  • /10

    $2,422,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,690 Sq Ft

    0 Lot 5 Hughesville Rd, Hamilton, VA 20158

    Welcome to Everhill House at Hughsville, a quietly extraordinary offering set across more than 15 acres of gently rolling countryside, where open sky and far-reaching mountain views become part of everyday living. THIS HOME IS YET TO BE BUILT! From its first approach, the home presents with a refined architectural presence with textural Hardi siding, graceful arches, and hand-finished wood

    Jenny McClintock Serhant

    0 Lot 5 Hughesville Rd, Hamilton, VA 20158
  • /145

    $2,899,000

    • 6 Beds
    • 7.5 Baths
    • 8,009 Sq Ft

    16076 Berlin Turnpike, Purcellville, VA 20132

    Ripple Creek FarmA spectacular, custom built home with over 8,090 sq ft on nearly 25 acres of land just 2.5 miles North of Purcellville with quick and easy access to Rte 7 and Rte 9. Enjoy the gourmet kitchen & open floor plan with main level master bedroom, dual staircases and many, many custom upgrades not found in other homes. This home also has laundry availability on both the main &

    Thomas Hennerty NetRealtyNow.com, LLC

    16076 Berlin Turnpike, Purcellville, VA 20132
  • /103

    $2,600,000

    • 4 Beds
    • 2.5 Baths
    • 3,276 Sq Ft

    38678 Piggott Bottom Rd, Hamilton, VA 20158

    Comfortably set in the heart of Loudoun County, the William Smith House is a well-preserved example of early American architecture. This renovated Federal-style brick farmhouse dates to 1813—the same year Pride and Prejudice was first published. Set on just under 40 acres, the property offers privacy and open space while still being conveniently close to town, the Dulles Greenway, and paved road

    Janeen Marconi Hunt Country Sotheby's International Realty

    38678 Piggott Bottom Rd, Hamilton, VA 20158
  • /54

    $1,675,000

    • 4 Beds
    • 3 Baths
    • 7,042 Sq Ft

    39937 Charles Town Pike, Hamilton, VA 20158

    Welcome to this stunning ranch style home, conveniently located on a picturesque 5.6-acre lot in Hamilton. Perfect location with all paved private driveways and no HOA! You'll be amazed by the amount of care and updates that have been put into the property. Updated Anderson windows and French doors give this home bright natural lighting in every room. Well maintained Solid Oak Hardwood floors are

    Beckwith Bolle Carter Braxton Preferred Properties

    39937 Charles Town Pike, Hamilton, VA 20158
  • /108

    $3,200,000

    • 6 Beds
    • 6.5 Baths
    • 7,048 Sq Ft

    17635 Harmony Church Rd, Hamilton, VA 20158

    AMAZING VIEWS, POOL, AND 15-ACRE ESTATE IN UNBEATABLE LOCATION. Welcome to a rare Loudoun County treasure and Weatherburne-built estate home that blends timeless craftsmanship with modern sustainability. This property backs to conservation land, protecting the views from future development. Arrive through stone columns, pavered entrance and a tree-lined pea gravel drive to a circular pavered

    James Lemon Washington Fine Properties, LLC

    17635 Harmony Church Rd, Hamilton, VA 20158
  • /3

    $515,000 Coming Soon

    • 3 Beds
    • 4 Baths
    • 2,196 Sq Ft

    20 Sydnor St, Hamilton, VA 20158

    End Unit Perfection in the Heart of Hamilton | Completely Renovated & Move-In Ready! Welcome to 20 Sydnor Street in the heart of Hamilton, Virginia, a beautifully reimagined 3-level End-unit townhouse offering 3 bedrooms, 2 full baths, and 2 half baths. Behind its classic brick exterior, you will find a fresh, modern interior defined by clean lines, crisp finishes, and a cohesive design

    Judy McHenry Real Broker, LLC

    20 Sydnor St, Hamilton, VA 20158
  • /64

    $815,000

    • 4 Beds
    • 2.5 Baths
    • 3,024 Sq Ft

    17550 Deavers Ct, Hamilton, VA 20158

    Welcome to 17550 Deavers Court — offered for the first time since its original construction by respected local builder Dennis Powers of Powers Homes. Tucked at the end of a quiet cul-de-sac, this refreshed 4BR, 2.5BA Colonial offers 3,024 sqft above grade with a 1,540 sqft unfinished lower level on a private 0.49-acre lot with mature evergreens and a large fenced backyard. Fresh paint, brand new

    Eve Weber Long & Foster Real Estate, Inc.

    17550 Deavers Ct, Hamilton, VA 20158
  • /13

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,355 Sq Ft

    38777 Holmes Mill Rd, Hamilton, VA 20158

    Beautifully situated in the heart of Hamilton, this property offers a peaceful setting with the charm of Loudoun County living. Located on Holmes Mill Rd, this 3 bedroom, 1 bath rambler provides privacy while remaining conveniently close to local shops, dining, route 7 and route 15. Inside find a cozy layout featuring a specious family room and kitchen. As you go to the botton part of the home

    Berta Vasquez Samson Properties

    38777 Holmes Mill Rd, Hamilton, VA 20158
  • /99

    $1,350,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 6,104 Sq Ft

    17952 Manassas Gap Ct, Hamilton, VA 20158

    This is a rare opportunity for a buyer who wants to create a home tailored to their own style in one of Loudoun County’s most desirable settings. Proudly owned by the original owners since its construction in 2005, this Toll Brothers Estate Home has been exceptionally well maintained and offers a strong foundation, expansive layout, and timeless structure. The home has been intentionally priced

    Brad Meletti Samson Properties

    17952 Manassas Gap Ct, Hamilton, VA 20158
  • /46

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    16920 Oliver St, Paeonian Springs, VA 20129

    Welcome to this stunning, top-to-bottom renovation in the heart of historic Paeonian Springs. This beautiful one-level rambler has been completely reimagined for 2026, offering 3 spacious bedrooms and 2 luxurious baths with every single detail being brand new. Step inside to a airy light-filled open floor plan featuring gleaming plank wood floors and a designer kitchen that serves as the heart of

    Carla Alves Pearson Smith Realty, LLC

    16920 Oliver St, Paeonian Springs, VA 20129
  • /60

    $1,400,000

    • 5 Beds
    • 4.5 Baths
    • 6,087 Sq Ft

    17273 Westfield Place, Hamilton, VA 20158

    Discover Your Private Sanctuary in Broad OakExperience the pinnacle of luxury living in this magnificent 5-bedroom, 4.5-bathroom home, perfectly positioned on a premium 2-acre lot on a quiet cul-de-sac. From the moment you step into the soaring two-story foyer, you are greeted by an atmosphere of grandeur and light. The heart of the home is a massive gourmet kitchen featuring an oversized

    Lesley Pappalardo Coldwell Banker Realty

    17273 Westfield Place, Hamilton, VA 20158
  • /10

    $925,000

    • Land
    • 15.21 Acres
    • $60,815 per Acre

    BOLEN DIV OF LAND, L Hughesville Rd, Hamilton, VA 20158

    Set along one of Western Loudoun’s most scenic stretches, this exceptional 15.2 acre parcel offers a rare opportunity to build with both intention and perspective. Gently rolling terrain unfolds into sweeping western views of the Blue Ridge Mountains, creating a setting that feels expansive, private, and deeply connected to the landscape. Ideally located just minutes from downtown Leesburg and

    Jenny McClintock Serhant

    BOLEN DIV OF LAND, L Hughesville Rd, Hamilton, VA 20158
How to Buy a Home How to Finance a Home How to Sell a Home