Gated Communities Charlottesville VA

Great location in Glenmore. End of the cul de sac with a beautiful backyard - private and spacious! Close to the Glenmore golf course and an easy walk to the Carroll Creek Nature trails. Over 4,000 s.f. - beautiful wood floor, granite counters in the kitchen, oversized bonus room above the spacious 2 car garage, finished basement. Great price - Enjoy The Glenmore Lifestyle!

$925,000 Active

3383 Marsden Pt Keswick, Virginia

4 Beds 3 Baths 5,526 SqFt 0.53 Acres

Refined living in sought-after Glenmore Country Club, where this elegant, meticulously maintained custom residence is tucked along a quiet lane on a beautifully landscaped homesite, backing to woods and a creek. Extensively improved by the current owners, the home offers ~4,400 sq.ft. with 5 bedrooms and 3.5 baths. The main level features gracious living and dining spaces and a beautifully renovated eat-in kitchen that opens to a striking family room with stone fireplace, custom built-ins, and a wall of windows that fills the space with natural light. Seamless indoor-outdoor flow leads to an expansive deck and patio, ideal for entertaining and everyday living. Upstairs, four bedrooms include a spacious primary suite, with convenient second-floor laundry. The finished terrace level offers exceptional flexibility with a large recreation room, office or craft space, additional bedroom and full bath. Moments from the Clubhouse, dining, golf, tennis, swimming, and year-round amenities. This Avebury Ln home is a super offering, priced at just $266 per finished sq.ft.

$980,000 Active

3255 Avebury Ln Keswick, Virginia

5 Beds 4 Baths 4,395 SqFt 0.31 Acres

Set on 1.58 landscaped acres in Walnut Hills, this spacious Earlysville residence offers an appealing blend of privacy, scale, and convenience just minutes from Charlottesville. With more than 5,600 finished square feet, the home provides generous room for everyday living, entertaining, guests, remote work, and multi-generational flexibility. Mature trees, established plantings, and a gracious residential setting create a peaceful sense of retreat, while the Albemarle County location keeps shopping, dining, schools, the airport area, and UVA within easy reach. The flexible floor plan includes a first-floor primary suite, dedicated home office, dance studio, and generous guest space with a second small kitchen, creating excellent options for extended stays, hobbies, work, and separate living areas. Now offered at an improved price, 1330 Elderberry Place is a rare opportunity to enjoy substantial living space, established grounds, and a desirable Earlysville setting in the Charlottesville countryside.

$995,000 Active

1330 Elderberry Pl Earlysville, Virginia

4 Beds 6 Baths 6,803 SqFt 1.58 Acres

Designed for effortless one-level living in Glenmore, this thoughtfully customized home offers expanded kitchen and living spaces filled with natural light and refined finishes. A full-house generator offers peace of mind and uninterrupted comfort in every season. The open floor plan unfolds beautifully with a private study, dining room, guest bedroom, full bath, and a spacious primary suite all on the main level. At the center of the home, the kitchen is both striking and functional, featuring a large island, induction cooktop, and a sophisticated mix of white and wood cabinetry. The primary suite is a true retreat with a bathroom complete with soaking tub, frameless shower, and a seamless connection to the closet and laundry room. The terrace level provides exceptional flexibility with a generous living area, wet bar, gym, combination room, two additional bedrooms, and a full bath. Outdoor living is equally inviting with a covered front porch, screened rear porch, and beautifully hardscaped backyard. Ideally positioned near Glenmore’s walking trails and just a short golf cart ride to the Club, this property also offers the rare opportunity for the purchaser to receive a 25% discount on initiation to the Club at Glenmore.

$1,050,000 Active

2449 Pendower Ln Keswick, Virginia

4 Beds 3 Baths 5,245 SqFt 0.33 Acres

Located in desirable Glenmore, this four bedroom, three and a half bath home offers spacious living and tasteful updates. A light-filled two-story foyer welcomes you and opens to gracious formal living and dining rooms, along with a private home office ideal for today’s flexible lifestyle. The well-designed floor plan flows effortlessly into the heart of the home, where the kitchen opens to a comfortable family room. Just beyond, a large deck with beautiful wood ceilings provides a peaceful outdoor retreat, ideal for enjoying Virginia’s seasons. Upstairs, the spacious primary suite offers a true retreat, highlighted by a newly renovated bathroom. Three additional bedrooms and a full hall bath complete the second level. The finished terrace level provides additional living space with a family room, wet bar, full bath, and a flexible private room, currently used as an additional bedroom. Recent improvements include exterior paint, new Pella windows throughout the main and 2nd levels, beautifully updated living room, family room & powder room spaces. The purchaser of this home qualifies for a 25% discount on itiation to The Club at Glenmore, offering access to golf, tennis, fitness, pools, dining, pickle ball and social activities.

$1,060,000 Active

1782 Shelbourn Ln Keswick, Virginia

4 Beds 4 Baths 5,355 SqFt 0.38 Acres

Welcome to The Glenmore Highlands: Maintenance free and one level living at its finest! (Built in 2022) Step inside to discover 10-foot ceilings, 8-foot doors, and elegant crown molding throughout the main floor, creating a sense of spacious sophistication. The open-concept kitchen features striking black leathered granite counters, a GE Café appliance suite including a gas cooktop, wall oven, convection/microwave, dishwasher, and refrigerator—ideal for the home chef. The main-level primary suite offers a serene retreat and a luxury bath. Custom blinds and wood plantation shutters throughout. Enjoy year-round relaxation on the screened porch with a see-through stone fireplace, overlooking a private wooded backdrop, or entertain outdoors on the large stamped concrete patio surrounded by lush landscaping. Terrace level with 9-foot ceilings includes a large multi-purpose room—perfect for a family room, gym, or game area—plumbed for a wet bar, plus a spacious guest suite, huge workshop/storage area, and a walkout to the patio. Include a whole-house Generac generator w/ buried propane tank, irrigation system and Ring security.

$1,100,000 Active

542 Drumin Rd Keswick, Virginia

3 Beds 4 Baths 4,660 SqFt 0.26 Acres

Positioned on an elevated corner lot, this home enjoys a sense of prominence and privacy while capturing beautiful mountain views and truly unforgettable sunsets. Inside, the main level welcomes you with high ceilings and an open, airy layout. Natural light pours in through large windows, highlighting the home’s clean lines and refined finishes. The great room serves as the heart of the home, featuring a beautiful gas fireplace, perfect for cozy evenings or gathering with friends and family. The finely appointed kitchen boasts gorgeous cabinetry, Carrera marble countertops, high-end appliances, ample workspace, and lots of storage. The kitchen flows seamlessly into the main living and dining areas or out to the serene covered rear porch. The sun room features walls of windows, creating a sun-drenched oasis. The spacious primary suite is a true retreat, that easily accommodates a sitting area, while the en-suite bath provides a spa-like experience. Two additional main level bedrooms are well-sized and versatile, perfect for family, guests, or a home office. The expansive basement level offers a private 4th bedroom, full bath, and tremendous versatility in the rec room, great for TV viewing, play room, home office and so much more!

$1,175,000 Active

3606 Osprey Dr Keswick, Virginia

4 Beds 4 Baths 5,046 SqFt 0.47 Acres

Located in a desirable section of Glenmore Country Club known for its generous homesites, this beautifully maintained custom residence by master builder Randy Rinehart (circa 2006) offers timeless design and exceptional livability. An open, light-filled main level features a well-appointed kitchen and breakfast area that flow seamlessly into the great room, where large windows and doors connect to covered and open rear porches and decks - ideal for entertaining and everyday living. The main-level primary suite provides a spacious and private retreat, complemented by a home office, oversized laundry, and three-car garage. Upstairs, three bedrooms, two full baths, and a versatile bonus room offer flexibility for family or guests. The finished terrace level expands the living space with a recreation room, fifth bedroom and full bath, craft or hobby room, utility space, and ample storage. A thoughtfully designed home offering comfort, flexibility, and enduring quality in one of Glenmore’s most appealing settings.

$1,190,000 Active

1813 Westerham St Keswick, Virginia

5 Beds 5 Baths 7,825 SqFt 0.94 Acres

$1,199,999 Active

1680 Wellesley Knls Keswick, Virginia

4 Beds 4 Baths 5,514 SqFt 0.43 Acres

Welcome to this beautifully updated 4BR/4.5BA home in the gated Glenmore community! Wonderful outdoor porches and a spacious rear deck create the perfect spaces to relax and entertain, while a thoughtful floor plan creates comfortable living spaces inside. Since purchasing, owners have completely transformed this home, creating a truly move-in ready property. The fully updated kitchen features quartz countertops, a spacious island, designer lighting, and two pantries for exceptional storage. The spa-like main-level primary suite has been recently renovated and offers a luxurious retreat. Upstairs, you'll find an additional en-suite bedroom, plus 2 more bedrooms and a full bath. The terrace level includes a large rec room with walk-out access to the private rear yard, a full bath, exercise room, workshop, two garages, and golf cart storage. Other updates include a new roof, new deck and rear patio, extensive lawn and tree work including installation of lawn irrigation, new brick leadwalk, removal of quest pipes, new Pella sliding doors & so much more. Just a short stroll to all that Glenmore has to offer, including golf, tennis, pickleball, pools and dining. Purchaser qualifies for 25% off initiation to The Club at Glenmore.

$1,285,000 Active

1500 Perth Ct Keswick, Virginia

4 Beds 5 Baths 5,985 SqFt 0.49 Acres

Nestled at the end of a tranquil cul-de-sac in a private equestrian and golf community, this Georgian-style masterpiece boasts exquisite craftsmanship. With three primary suites plus an additional bedroom, the home offers both luxury and comfort. Experience spacious rooms and a floor plan that flows effortlessly throughout. With easy access to Charlottesville and I-64, and surrounded by the rich history of Charlottesville, the stunning Blue Ridge Mountains, and a wealth of nearby wineries, this home is a perfect blend of classic elegance, modern serenity, and a taste of Virginia’s finest.

$1,300,000 Active

3182 Wallingford Ln Keswick, Virginia

4 Beds 4 Baths 6,698 SqFt 0.55 Acres

Extraordinary Glenmore waterfront residence with sweeping pond, fountain, and 7th tee views, ideally located on a private cul-de-sac. Enjoy resort-style living with golf, clubhouse, dining, pools, tennis, fitness center, and walking trails. This all-brick Georgian home offers over 5,000 finished sq. ft. and nearly $200,000 in recent upgrades, including roof, decks, HVAC, whole-house generator, window coverings, lighting, water heater, toilets, and gutter screens. Designed for main-level living, it features two primary suites, including one on the first floor, plus three additional bedrooms and 3.5 baths. Highlights include a gourmet granite kitchen, loft/study with panoramic views, finished walkout terrace level, two wood-burning masonry fireplaces, Low-E vinyl-clad windows, 2x6 construction, maple flooring, and custom glass-front maple cabinetry. Outdoor spaces include gracious columned front and rear porches, charming courtyard entrance, and three decks—one covered and one screened—perfectly positioned to capture stunning water, golf, and landscaped views. A rare Glenmore offering that shows like a model home.

$1,348,888 Active

1631 Gatewick Pl Keswick, Virginia

4 Beds 4 Baths 5,591 SqFt 0.45 Acres

This exceptional 5,800+ sq. ft. home truly has it all. Built in 2022 by Stanley Martin, this 6-bedroom, 5.5-bath residence is thoughtfully designed for both everyday living and entertaining, all set against stunning mountain views. Situated on a premium 0.75-acre lot, the beautifully landscaped and fully fenced yard offers privacy and outdoor enjoyment. Recent owner upgrades include a custom patio, planter boxes, sunshade, fencing, and a whole-house generator—adding both comfort and convenience. Inside, the open-concept layout features soaring 10-foot ceilings, a spacious home office, sunroom, and a desirable main-level guest suite. The heart of the home is the impressive kitchen, full wall of cabinets, stainless steel appliances, quartz countertops, and a stylish tile backsplash—perfect for gathering and entertaining. The expansive lower level provides incredible flexibility, with a massive recreation space and over 700 sq. ft. of storage. Additional highlights include a 3-car garage and central vacuum system. Glenmore is a gated community offering miles of paved trails. This home comes with discounted membership to the club for access to world-class golf, tennis, and dining amenities. Don't miss this!!!

$1,495,000 Active

3470 Carroll Creek Rd Keswick, Virginia

6 Beds 6 Baths 7,347 SqFt 0.72 Acres

Located in the gated community of Glenmore, this thoughtfully designed 4-bedroom, 4.5-bath home offers over 6,000 finished square feet with an emphasis on space, flexibility, and modern comfort. The main level features soaring 10’ ceilings and an expansive family room with a gas fireplace, creating an open and inviting living environment. A standout feature is the attached private residence with its own separate entrance, living room, spacious bedroom, and full bath—ideal for guests, multigenerational living, or a private office suite. Additional feature include an attached 3 car garage garage, Gourmet kitchen featuring Carrara marble and custom cabinetry, washer/dryer, loft, owner's suite features and incredible walk in closet and luxury bathroom, and even additional bedrooms—offering exceptional versatility to suit a variety of needs. The custom terrace level is fully finished with incredible attention to detail: French inspired kitchen with Viking stove / oven, Bosch dishwasher and subzero refrigerator. Lighting fixtures are authentic 1920's decor and create an old NYC "speak easy" vibe with tin ceiling. Enjoy a "better than new" home in Glenmore.

$1,750,000 Active

2218 Waterside Wy Keswick, Virginia

4 Beds 5 Baths 7,293 SqFt 0.46 Acres

This remarkable 4 bedroom, 3.5 bathroom fieldstone residence was designed by Jack Arnold and constructed by revered local builder Ralph Dammann (now retired). The private setting of the 3.5 acre lot will not change as all parcels around it have been built upon. Noteworthy features include soaring ceilings (10 ft minimum and main areas, 14ft), arched doorways, 2 oversized stone fireplaces (gas or woodburning) and an expansive rear, bluestone courtyard with access from the living room, primary and kitchen/family room. Timeless finishes include honed granite in the kitchen and large laundry room, heavy/high quality hardware throughout, cherry cabinetry and bookshelves in the home office and bar, and extensive built-ins in the family room. Recent improvements incl' all new, high efficiency HVAC, tankless, instant hot water. 1 Gig+ fiber internet. Public water & sewer. The residence is within easy walking distance of all club and hotel amenities incl private and fine dining, golf, tennis, 2 pools, and incredible spa. Extensive trail system! Under 12 minutes to Downtown yet a world away.

$2,675,000 Active

880 Club Dr Keswick, Virginia

4 Beds 4 Baths 4,574 SqFt 3.46 Acres

Sited overlooking Broadmoor Lake in coveted Keswick Estate & completed in 2024, this custom 4 bedroom residence might be the 1st opportunity to purchase a revered, truly bespoke new home by Uhler Construction. The owners have built many houses over the years working w/ top notch architects & builders. Resultingly, they have created an amazing 1st floor living plan with no detail overlooked in fit, finish or functionality. As one enters the house, the views of the sparkling lake beyond the gorgeous salt water pool are the 1st impression. The dramatic yet intimate impact of the home is further enhanced by generous proportions, high ceilings (vaulted in the main living space, primary) & oversized windows for incredible natural light. Striking finish selections incl' dramatic & varied marble & quartz selections in kitchen & baths, Philip Jeffries wallpaper, lovely custom window treatments, white oak, wide plank hardwood floors, furniture-grade cabinetry throughout the home, 130 bottle wine fridge, Lutron lighting system, oversized gas fireplace in the family room, built-in gas & charcoal grill by the pool. See attached document for all details. Truly, no stone unturned or expense spared in creating this dramatic, welcoming home.

$3,475,000 Active

2775 Palmer Dr Keswick, Virginia

4 Beds 4 Baths 5,253 SqFt 2.43 Acres

Living Large: The Most Exclusive Charlottesville Gated Communities

Hello, I’m Toby Beavers, your Charlottesville-area real estate guide since 2003, and today I’d like to walk you through the world of gated communities around Charlottesville and Albemarle County, especially the standout enclaves that combine privacy, amenities, and that “mountains-meets-town” rhythm our buyers so often ask for.

I’ll cover homes for sale in five of the most desirable: Far Hills (Ivy), Farmington, Walnut Hill (Earlysville), The Club at Glenmore (Keswick), and Keswick Estate (on the grounds of Keswick Hall). If you’re looking for upscale living with access to resort-style amenities, these communities are worth your time.

Far Hills (Ivy)

Tucked into the rolling terrain of the Ivy area just west of Charlottesville, Far Hills offers the kind of “country private, close-to-town” lifestyle that many relocating families and professionals seek. The larger Ivy real estate region is celebrated for its mountain views, horse farms and historic estates. While there are no amenities in Far Hills (many of the gated lots are custom homesites), here are some of the highlights you’ll find:

Multi-acre home sites that preserve the wooded, pastoral feel of the area – which is rare so close to town.
Access to private trails and outdoor recreation within the neighborhood footprint.
The proximity factor: despite a private feel, Far Hills is only minutes from Charlottesville’s amenities and major routes.
A lifestyle that appeals to horse-owners, nature lovers and buyers who value privacy and luxury.

In summary: Far Hills is for someone who wants the estate-type feel, the privacy of a gated setting, and still the convenience of Charlottesville on tap. See 20 Reasons To Love Living in Ivy VA & Toby Beavers Realtor Guide

Farmington and Farmington Country Club

One of the more storied private clubs/gated enclaves in the Charlottesville area is Farmington. Located just west of Charlottesville, it presents a high bar for amenities and lifestyle.
Here’s what makes Farmington standout:

The centerpiece is the private clubhouse/country‐club, which offers 27 holes of golf, a full tennis facility (15 outdoor + 3 indoor courts) and a zero-depth entry pool along with an 8,000 sq ft fitness center.
The homes tend to be large estates, often with views of the golf course or the Blue Ridge Mountains, which gives them both aesthetic and investment appeal.
The setting is historic and established – you’re not just buying a new subdivision, you’re buying into a mature community with roots.
Because of the amenities, the lifestyle here is very “club + home” – for buyers who want it all: sport, social, scenery.

If you are drawn to gated living and want a full suite of amenities (especially if golf or tennis are in your plans), Farmington should definitely be on your radar.

Walnut Hill (Earlysville)

For buyers intrigued by a more suburban-yet-luxury setting north of Charlottesville, Walnut Hill in Earlysville delivers strong community amenities, gated access, and more affordable entry (relatively speaking) compared to some of the ultra-luxury estates. Here’s what I appreciate:

Residents of Walnut Hill have access to community amenities including a clubhouse, pool, tennis courts, playground, exercise room, lake and walking trails.
The setting offers a nice blend of lifestyle: quiet and somewhat secluded, but still within reach of the city for work, schools and leisure.
For families, Walnut Hill presents a compelling option: you get community-oriented amenities, gated/semi-gated privacy, and good value.
While not as ultra-exclusive as some estates, it still offers that “managed community” feel, with walking trails, gathering spaces and family-friendly infrastructure.

In short: If your priority is a gated community with strong amenities, but you don’t want to jump into the ultra-estate price tier, Walnut Hill is a very smart pick. See 15 Reasons To Move To Earlysville VA & Toby Beavers Realtor Guide

The Club at Glenmore (Keswick)

Heading a little east (and a little more upscale) you’ll find The Club at Glenmore in Keswick – a true amenity-rich community built for those who want resort-style living in a private setting. From what I’ve seen and what the documentation supports:

The Club boasts an 18-hole golf course that is scenic and challenging – one of the stand-outs in Central Virginia.
Beyond golf: aquatics (pools), racquet sports (tennis/pickleball), fitness, dining & social venues.
Youth programs, family-friendly social events, and the overall feel of a year-round club lifestyle.
Homes in the Glenmore estate setting often back to nature or trail systems, offering a very elevated lifestyle.

For clients who want the “country club at home” experience and are comfortable with the pricing of membership + lots + custom homes, Glenmore is tough to beat.

Keswick Estate (on the grounds of the luxury Keswick Hall Resort)

Finally, if you’re looking at the premium end of the spectrum, the Keswick Estate on the grounds of Keswick Hall offers a unique lifestyle that blends luxury real estate, resort amenities and exclusivity. Some key notes:

The property leverages the amenities of the adjacent luxury resort Keswick Hall: full spa, fitness, tennis, infinity pool, fine dining by chef-Jean-Georges, etc. (Keswick Hall)
If you live in the estate, you’re buying into not just a gated home but a lifestyle integrated with a leading luxury resort environment – views, service, premium finishes.
The setting – Keswick, vineyards, hills – is top-tier for Virginia, and for many buyers it represents something lifetime-worthy.
From a market perspective, these homes demand strong price points and buyer commitment, but the upside in terms of lifestyle and prestige is significant.

If your client says “I want the best – the home + the clubhouse + the view + the resort vibe”, then Keswick Estate is absolutely in play.

Why these communities matter & what to consider

Over my two+ decades in Charlottesville luxury real estate, I’ve seen gated communities evolve from novelty to prime search-criteria. Why? Because they offer a particular set of benefits:

Privacy & security: gates, controlled access, often fewer through-traffic vehicles.
Amenities & lifestyle: many of these communities bundle in golf, tennis, swimming, fitness, walking trails, clubhouses – so you’re buying more than a home, you’re buying a package.
Value and prestige: The right gated community can protect the environment around your home (landscaping, lot sizes, views), which helps value hold up.
Community coherence: When lots and homes are large, set back, and the community is planned, you often get neighbors who have similar expectations, which makes for smoother living.

But, there are things you and your clients must weigh:

Costs: membership dues, HOA fees, potentially higher build or lot costs.
Rules & restrictions: gated communities often come with covenants, design review committees, restrictions on change/additions.
Maintenance of amenities: the more amenities, the more upkeep. Buyers should evaluate how the community manages reserves, how active the HOA/club is.
Resale dynamics: A gated lifestyle appeals to a certain buyer segment. If that segment shifts or amenities aren’t maintained, resale could lag.
Location & commute: Even though many of these communities are close to Charlottesville, the premium pays for space and privacy – commuting still matters.

My overall takeaway

If I were advising a home-buyer today in Charlottesville who values gated community life, I’d say: identify your lifestyle priority first (Is it sport/golf? family amenities? luxury resort living?) and then pick the gated community whose amenities align with that. For example:

Want large estate lots, country views, multi-acre privacy? Consider Far Hills.
Want full country-club golf/tennis/swimming close to town? Farmington fits.
Want gated, family-friendly, amenity-rich but not ultra‐luxury? Walnut Hill is smart.
Want resort-style club lifestyle with golf + fitness + social? Club at Glenmore.
Want the top tier: estate living integrated with a world-class resort? Keswick Estate.

As a savvy realtor in Albemarle County VA since 2003, I’m happy to provide tours, compare lot costs vs build costs vs resale history in each, and help you map lifestyle to budget.

Give me a call when you’re ready and we’ll explore which gated Charlottesville neighborhoods fits you best.

Gated Communities Charlottesville VA

Gated Communities Charlottesville VA

Living Large: The Most Exclusive Charlottesville Gated Communities

Far Hills (Ivy)

Farmington and Farmington Country Club

Walnut Hill (Earlysville)

The Club at Glenmore (Keswick)

Keswick Estate (on the grounds of the luxury Keswick Hall Resort)

Why these communities matter & what to consider

My overall takeaway

Toby Beavers, a Charlottesville luxury real estate agent since 2003, may be reached by text or phone at 434-327-2999