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$1,200,000
4 Beds 4 Baths S5150375 MLS
Welcome to your private countryside retreat in the heart of Central Florida. Nestled on just over 5 beautifully usable acres, this exceptional property offers more than 5,000 sq. ft. of living space designed for comfort, entertaining, and country living at its finest. Featuring 4 spacious bedrooms and 4 full bathrooms, the home showcases a large country-style kitchen, a dedicated enclosed office, a stunning stone fireplace, and an impressive indoor pool perfect for year-round enjoyment. Recent updates include a new shingle roof (2021), all new A/C systems (2021), upgraded electrical panels. Equestrian and hobby enthusiasts will appreciate the full-size workshop, 2-stall horse barn with tack room, fenced areas for livestock, and expansive outdoor space with endless possibilities. Conveniently located just minutes from The Villages, Oxford Downs, I-75, and the Florida Turnpike, offering easy access to both Orlando and Tampa in approximately an hour. A rare opportunity to own a move-in-ready estate combining privacy, functionality, and prime Central Florida location.

830 Nw 111th Lane, Oxford

$1,199,999
4 Beds 4 Baths 24198632 MLS
MOTIVATED SELLER! Welcome to 3 Butternut Ridge Road, a spacious and well-maintained Colonial situated on approximately 3.52 private acres in a desirable Oxford setting. Offering a functional and inviting layout, this home provides generous living spaces designed for both everyday living and entertaining. The kitchen features granite countertops, newer appliances, ample cabinetry, and a functional layout that flows comfortably into the home's main living areas. Upstairs, the spacious primary suite features its own private full bath, creating a comfortable retreat, while additional generously sized bedrooms provide plenty of flexibility for family, guests, or home office space. The property has benefited from numerous improvements and continued maintenance over the years. Highlights include a newer central A/C unit, new garage doors, and well-maintained mechanical systems installed and/or updated between approximately 2011-2021. A propane-powered generator installed in 2022 provides added peace of mind. The basement is equipped with a professionally installed waterproofing system with a lifetime warranty, including a WaterGuard system, flood ring, and French drain. Seller concessions available!

3 Butternut Ridge Rd, Oxford

$1,189,999
4 Beds 3 Baths 24152762 MLS
Exquisite new construction in desirable location in lovely Oxford CT. Build your ultimate dream home in this tranquil setting while still being close to all highways and downtown.This state of the art 4 bedroom, 2 full/1 half bath home built to perfection with the ideal blend of high quality craftsmanship and high-end finishes. Well thought out floor plan with large rooms and open concept living. Spectacular chef's kitchen with high end appliances, large center island all open to family room and dining room, fabulously designed for a modern life style. You will love the large primary bedroom suite with walk-in closets and opulent master bath. Room for a pool. A Home By CORBO w/ multiple model homes to choose from. Enjoy a lavish lifestyle at Deerwood Estates. This lovely home includes Energy Efficient Features like Advanced thermal envelope, insulation+, hybrid propane heat pump & future solar ready. An additional 800 sq. feet of finished basement can be adding for $85k.Do not miss this opportunity ,house is under construction, can be completed in less then 6 months.

24 Deerwood Rd, Oxford

$1,100,000
4 Beds 4 Baths 24163376 MLS
Welcome to 4 Bishop Rd, a custom-built colonial on a quiet cul-de-sac in beautiful Oxford, CT. Enjoy area amenities while surrounded by a peace and privacy. A gorgeous stone walkway leads to the dramatic main entrance with a bright two-story foyer, welcoming you and your guests to this exquisite living space. One side of the foyer is a flexible space that can serve as an office or guest suite and includes a full bathroom. Opposite is the formal dining room with inlayed hardwood floors and a tray ceiling to accentuate the space. Next, you move through a small hallway into the open kitchen and main living area. The centerpiece of the living room is a wood burning fireplace to bring warmth while surrounding yourself with friends and family. The kitchen is a chef's dream with a Subzero refrigerator and Wolf range. The granite center island and eat-in nook will be an epicenter of activity for holidays, parties, and daily life. Rounding out the first floor is a dedicated office space near the entrance to the 3-car garage.

4 Bishop Rd, Oxford

$1,099,900
4 Beds 3 Baths A11921698 MLS
5.12 fenced acres • Gated community • 6 miles to The Villages • Horse & livestock friendly • Includes 3D tour & videoCustom-built 2023 block home on 5.12 fully fenced acres in the gated Sumter Crossing community of Oxford, FL, just 6 miles from The Villages. This 3,088 SF residence is zoned for equine and bovine, offering a rare opportunity for horse enthusiasts, hobby farming, or buyers seeking privacy with room to expand.The open floor plan features 10-foot ceilings, 8-foot doors, luxury vinyl plank flooring, and a brick wood-burning fireplace with gas starter. The chef's kitchen includes quartz countertops, a 48-inch gas range, oversized island, custom cabinetry, wine bar, and a walk-in pantry with built-in coffee bar. The primary suite offers a custom walk-in closet with premium organization.Outdoor amenities include a covered brick-paver lanai with a full summer kitchen and a fully fenced property completed in 2023. Energy-efficient upgrades include Icynene spray-foam insulation, dual gas tankless water heaters, a Generac 24kW whole-home generator, buried 1,000-gallon propane tank, well, septic, water softener, and a 3-zone HVAC system.The oversized 2.5-car garage features epoxy flooring, dual EV charging pre-wiring, and a spare 100-amp junction box ready for a future barn, workshop, guest house, or detached garage.Easy access to Wildwood, US-301, Florida's Turnpike, and I-75. Includes 3D walkthrough and video tour.

10561 NE 104th Circle, Oxford

$1,099,900
4 Beds 3 Baths OM714193 MLS
5.12 fenced acres • Gated community • 6 miles to The Villages • Horse & livestock friendly • Includes 3D walkthrough & video tour Rare opportunity to own a custom-built 2023 block home on 5.12 fully fenced acres in the gated Sumter Crossing community in Oxford, Florida, approximately 6 miles from The Villages and minutes from Wildwood, US-301, Florida's Turnpike, and I-75. Zoned for equine and bovine, this property offers flexibility for horse enthusiasts, livestock, hobby farming, recreational use, or buyers seeking acreage with room to expand. Designed for comfort and efficiency, this 3,088-square-foot residence features 10-foot ceilings, 8-foot interior doors, luxury vinyl plank flooring, and an open-concept layout centered around a brick wood-burning fireplace with gas starter. The chef's kitchen features quartz countertops, a 48-inch gas range, oversized island, custom cabinetry, wine bar, walk-in pantry, and built-in coffee station. The primary suite includes a custom walk-in closet with premium organization. Additional custom features include built-in bookshelves, custom cabinetry, and a mudroom bench. Enjoy outdoor living with a covered brick-paver lanai featuring a full summer kitchen and a fully fenced property offering space for horses, livestock, recreation, gardening, or future improvements. Energy-efficient upgrades include Icynene spray-foam attic insulation, injected-foam block construction on the front elevation, dual gas tankless water heaters, a Generac 24kW whole-home generator, buried 1,000-gallon propane tank, salt-filtration water softener, private well, septic system, and a 3-zone HVAC system. The oversized 2.5-car garage features epoxy flooring, dual EV charging pre-wiring, a dedicated mechanical room, second attic access, and a 100-amp electrical junction box ready for a future barn, workshop, detached garage, or guest house, subject to applicable approvals. The smart-home package includes connected locks, thermostats, garage controls, video doorbell, and smoke/carbon monoxide detection. Conveniently located in Sumter County, this property offers quick access to shopping, dining, medical facilities, golf, and entertainment in The Villages, while maintaining the privacy of a gated acreage community. Whether you're searching for a horse property, equestrian estate, acreage home, hobby farm, or custom-built home, this move-in-ready property combines modern construction, energy-efficient systems, quality finishes, and usable land in a prime Central Florida location. Includes 3D walkthrough and professional video tour.

10561 Ne 104th Circle, Oxford

$1,095,000
4 Beds 3 Baths 24176858 MLS
Incredible custom built home sited on a serene 1.61-acre lot with views of an adjacent pond. At over 6000 SQ FT this prestigious home with 4 bedrooms & 2.5 baths, this house checks all the boxes & more! A sundrenched great room has ~14 ft ceilings, wood molding & double arched door leading to a huge 1200 sq ft deck. Stunning open floor plan kitchen with granite counters, wood cabinets & built-ins flows seamlessly to a dining area for easy entertaining. An arched doorway leads to a 22x 27 FT living room with ~14 ft ceilings, stone fireplace, oversized windows & two arched glass doors leading to the deck. There is a half bath, pantry closet, laundry room & a cozy den with fireplace. A library & a beautiful marble & tile entryway complete the 1st floor. The 2nd level features a two-room primary suite with a dressing room with a stone fireplace, large bedroom with vaulted ceilings, exposed wood beams & a huge 25x10 walk-in closet. An en-suite bath is just off the dressing room & has a jacuzzi tub & double sink. There are three additional bedrooms with a full bath & a bonus family room. Large finished basement with home gym, office, workshop, ample storage & access to the garage also offers views of the garden & pond. Gorgeous yard with mature landscaping, 1/4 mile long stone fence & plenty of room for gardening. This house is truly a rare find!

194 Quaker Farms Rd, Oxford

$999,900
4 Beds 3 Baths 24071936 MLS
Exquisite new construction in desirable location in lovely Oxford CT. Build your ultimate dream home in this tranquil setting while still being close to all highways and downtown.This state of the art 4 bedroom, 2 full/1 half bath home will be built to perfection with the ideal blend of high quality craftsmanship and high-end finishes. Well thought out floor plan with large rooms and open concept living. Spectacular chef's kitchen with high end appliances, large center island all open to family room and dining room, fabulously designed for a modern life style. You will love the large primary bedroom suite with walk-in closets and opulent master bath. Room for a pool. A Home By CORBO w/ multiple model homes to choose from. Enjoy a lavish lifestyle at Deerwood Estates. This lovely home includes Energy Efficient Features like Advanced thermal envelope, insulation+, hybrid propane heat pump & future solar ready. An additional 800 sq. feet of finished basement can be adding for $70k.Price is based on construction loan.

lot1 Lot1 Deerwood Rd, Oxford

$999,500
4 Beds 4 Baths G5107626 MLS
**$50,500 PRICE ADJUSTMENT - SELLER MOTIVATED!!!** Welcome to a home that truly has it all! More than just a property, this is a lifestyle opportunity—a private retreat offering space, flexibility, and thoughtful design on 3.08 acres with RR1C zoning (allowing residential and low-impact agricultural-related uses). With room to breathe, room to grow, and room to dream, this is the freedom today’s buyers crave. Outdoor living takes center stage with a covered front porch, expansive screened rear lanai, and enclosed in-ground POOL—perfect for year-round Florida enjoyment. Just beyond the pool enclosure, a firepit creates the ideal setting for relaxing evenings under the stars. The 3.08-acre homesite offers endless possibilities for recreation, gardening, animals, and enjoying the outdoors, while a pole barn adds versatility for storage, hobbies, or agricultural-related use. Another unique feature of this property is the approximately 1,250 sq. ft. barndominium-style structure featuring a spacious main gathering area with kitchenette, two additional rooms, a full bath, and a half bath with convenient direct pool access. Whether used for entertaining, a home office, creative studio, private guest retreat, or other flexible uses consistent with zoning, this unique bonus space offers exceptional versatility and possibilities rarely found. Inside, this 4-bedroom, 4-bath POOL home features a well-planned layout with three bedrooms offering en-suite baths for comfort and privacy. The living room showcases soaring cathedral ceilings and a gas fireplace, creating a warm yet impressive gathering space filled with natural light. A formal dining room near the front entry provides the perfect setting for holidays and special occasions. The kitchen opens seamlessly to the living area and includes a heavy movable island—ideal for everyday living and entertaining. A spacious mud/laundry room offers direct access to the oversized garage and includes a laundry chute and attic fan vent for added efficiency and comfort. The primary suite and one secondary bedroom/office are located on the first floor, offering flexibility and potential for multi-generational living. The primary retreat features a gas fireplace, walk-in closet, and luxurious en-suite bath with a modern slipper tub and oversized shower with dual controls—your own private spa escape. Upstairs, two additional bedrooms each offer en-suite baths and walk-in closets, connected by an open walkway overlooking the main living area below. Major updates include AC systems and water heaters replaced in 2021. The roof will be replaced at the seller’s expense at or after closing, with buyer able to select the available shingle color—providing peace of mind and a personalized touch. Buyer to verify measurements, zoning, and permitted uses. This semi-rural setting is perfect for outdoor enthusiasts, homesteaders, equestrians, boating and fishing lovers, or anyone seeking space and connection to nature without sacrificing convenience. Ideally located near shopping, dining, entertainment, and major highways, it offers the perfect balance of privacy and accessibility. Properties like this rarely come available. With acreage, a pool, flexible living spaces, thoughtful updates, and endless potential, this isn’t just a home—it’s the one buyers have been waiting for.

4564 County Road 103g, Oxford

$990,000
4 Beds 4 Baths S5152869 MLS
Pre-Construction. To be built. TO-BE-BUILT opportunity on approximately 9.66 acres in Oxford! Bring your vision to life and create a home tailored to your lifestyle while enjoying the privacy, space, and flexibility that acreage living provides. Home packages start at approximately $550,000, with multiple floor plans and customization options available through the builder. Final pricing will vary based on the selected floor plan, square footage, finishes, site requirements, and buyer-selected upgrades. Buyers may also explore additional features such as an RV garage, barn, stable, expanded outdoor living areas, or other improvements to create the property that best fits their needs. The featured model showcases what can be built starting at $990,000, offering approximately 3,344 heated square feet, 4,408 total square feet under roof, 4 bedrooms, 3.5 bathrooms, a 3-car garage, first-floor primary suite, flex space, upstairs loft, open-concept living area, and covered lanai. Enjoy nearly 10 acres with the opportunity to combine new construction with the space and freedom that are increasingly difficult to find. Whether your vision includes additional garage space, room for recreational vehicles, equestrian improvements, or simply more privacy, this property offers the flexibility to make it your own. Photos, renderings, floor plans, features, and specifications shown are for illustrative purposes and represent a proposed to-be-built home. Home has not yet been constructed. Starting price is subject to change based on selected floor plan, upgrades, site conditions, construction costs, and buyer selections. Final plans, pricing, features, and availability to be confirmed with builder.

N/A S 475 Highway, Oxford

$949,000
4 Beds 3 Baths G5114692 MLS
Experience the perfect blend of refined luxury and peaceful country living with this extraordinary custom-built pool home, gracefully situated on more than 10 pristine, mostly cleared acres in the highly desirable Oxford area. Built in 2021 with solid block construction and Hardie Board siding, this exceptional property offers the privacy of a secluded retreat while showcasing the quality and craftsmanship today's discerning buyers expect.Spanning over 2,700 square feet, this thoughtfully designed residence features four spacious bedrooms, three luxurious bathrooms, and a versatile bonus room that can easily serve as a fifth bedroom, guest suite, home office, or media room. Every detail has been carefully selected, from the luxury vinyl plank flooring, soaring ceilings, crown molding, and oversized baseboards to the abundance of natural light that fills every room.Designed for effortless entertaining, the open-concept floor plan centers around a stunning chef's kitchen featuring quartz countertops, custom white cabinetry with crown molding, stainless steel appliances, a farmhouse sink, and an oversized pantry. The spacious living area seamlessly connects indoor and outdoor living while offering breathtaking views of the sparkling saltwater pool and the picturesque acreage beyond.The private owner's retreat is a true sanctuary, complete with a spa-inspired ensuite featuring dual granite vanities, a relaxing soaking tub, and an elegant walk-in tiled shower designed for everyday luxury.Step outside and discover your own private resort. The stunning saltwater pool with a sun shelf and expansive paver deck creates the perfect backdrop for entertaining guests, hosting family gatherings, or simply unwinding while enjoying peaceful sunsets over your private estate.With more than 10 acres of usable land, the possibilities are endless. Whether you envision bringing horses, adding a barn or workshop, storing recreational vehicles, or simply embracing the tranquility and freedom of country living, this exceptional property provides the space to make your vision a reality.Rarely does a property offer this combination of modern luxury, impeccable craftsmanship, expansive acreage, and an unbeatable location just minutes from shopping, dining, medical facilities, and all the conveniences of The Villages. This is more than a home—it's a lifestyle.

10757 County Road 223, Oxford

$920,000
4 Beds 3 Baths 24203185 MLS
Welcome home to 6 Little Valley Rd! Located on a cul-de-sac, you will fall in love with this stately 4 bedroom, 2.5 bathroom custom colonial. Every room in this home is filled with natural light. The main level features a welcoming two-story foyer with an elegant curved staircase, an open-concept layout, and beautifully appointed living spaces. The heart of the home is the spacious chef's kitchen which flows seamlessly into the family room with vaulted ceilings and pellet stove. A large formal living room, dining room with custom tray ceiling, office/den, and laundry/mudroom complete the first floor. Upstairs is the large primary suite with walk-in closet and en-suite bathroom. Down the hall are 3 other bedrooms and full bathroom. The finished lower level is a flexible space and is perfect for a home gym, playroom, wine cellar, etc. Step outside and you enter your own backyard oasis which features a heated saltwater pool, cabana, wood burning fireplace, and outdoor kitchen. Beautiful inside and out, this is a home you will want to call your own!

6 Little Valley Rd, Oxford

$919,000
4 Beds 4 Baths 24187521 MLS
Welcome to your own private sanctuary. Nestled on a stunning lot with a large private pond, launch a canoe, kayak or pedal board directly from your backyard and spend your days gliding across the calm glistening waters. Enjoy morning coffee your covered deck while taking in breathtaking views of your own private pond sanctuary. Inside, brand new hardwood floors grace the second floor, basement, and a stunning custom chevron patterned Great Room. The first floor floors are fully refinished. The kitchen features custom cherrywood cabinetry, wet bar, a new quartz island countertop, fresh cabinet hardware, and custom Roman shades carried through to the dining area. Custom wood trim, molding, and tray ceilings elevate the primary bedroom and dining room, while a custom frame surround the brand new Heat and Glow gas fireplace beneath a striking new chandelier in the Great Room. Surround sound runs throughout the main level, perfect for entertaining. A natural gas whole house generator adds peace of mind year round. A first floor bedroom is perfect as a home office or in law setup. The large detached garage upper level offers incredible potential to be finished as an in law suite or private apartment. Additional updates include new GE Profile washer and dryer, ADT security system with Nest cameras, new exterior lighting, radon remediation system and newly painted interior. This is not just a home. It is a lifestyle. Private. Peaceful. Perfected.

37 Jenny Ln Unit 2, Oxford

$899,000
4 Beds 4 Baths 24196313 MLS
Exceptional craftsmanship and timeless design come together in this beautifully maintained Colonial, set on professionally landscaped grounds with inviting outdoor living spaces. A charming wraparound front porch welcomes you into a light filled two story foyer and a thoughtfully designed floor plan ideal for everyday living and entertaining. The gourmet kitchen features granite countertops, custom cabinetry, Sub-Zero refrigerator, gas cooktop, double wall ovens, built in microwave, butler's pantry, and a casual dining area with French doors leading to the patio. Just beyond, the spacious family room offers custom built ins, a window seat, and a striking river rock fireplace. Formal living and dining rooms, a powder room, and a convenient main level laundry room complete the first floor. Upstairs, the luxurious primary suite offers a walk in closet with custom built ins and a spa inspired bath with dual vanities, jetted tub, and separate shower. Three additional bedrooms include a private en suite and a versatile two room suite perfect for guests, home office, or playroom. The backyard is your own private retreat, featuring an expansive patio, stunning concrete in-ground pool, and beautifully manicured grounds. Additional highlights include a new roof, hardwood floors, crown molding, back staircase, recessed lighting, central vacuum, security system, whole house generator, and an oversized 3 car garage with additional storage shed. 30 minutes to Brewster train, 1.5hrs to NYC.

91 Dorman Rd, Oxford

$799,900
4 Beds 3 Baths 24200083 MLS
Welcome to your year-round private getaway! Located in the desirable Swan Lake community, this stunning Colonial offers access to swimming, kayaking, fishing, and paddleboarding. The beautifully updated kitchen features quartz countertops, stainless steel appliances, and a charming breakfast nook overlooking the picturesque yard. The main level also includes a private office with custom built-ins, a spacious dining room with elegant millwork and skylights, and a cozy family room with a fireplace and custom window bench. A convenient laundry room with a full bath completes the first floor. Upstairs, you'll find two primary suites, each with its own full bath. The lower level offers a home gym and abundant storage. Outside is where the magic truly happens! Enjoy an outdoor bar, stucco fireplace, expansive deck and patios, a koi pond with lily pads, chicken coops, garden beds, and a classic tire swing. The three-car garage includes a lift and unfinished space above, offering excellent expansion potential. Additional highlights include propane heat, central air, a newer septic system, and recently refinished hardwood floors. This exceptional home must be seen to be fully appreciated!

22 Buckskin Ln, Oxford

$775,000
4 Beds 3 Baths 24173689 MLS
Welcome to 3 Aspen Lane, a meticulously maintained Colonial offering privacy, space, and a truly special natural setting. Tucked away at the end of a quiet cul-de-sac on 1.90 acres, this beautiful home offers over 3,000 square feet of living space with 4 bedrooms and 2.5 baths. One of the property's most unique features is its private waterfall, creating a serene backdrop and a peaceful retreat right at home. Spend evenings gathered around the outdoor fire pit, surrounded by nature and the privacy of your own backyard oasis. Inside, the spacious floor plan provides plenty of room for everyday living and entertaining, while the finished basement adds valuable flexible space along with abundant storage. A welcoming covered front porch adds timeless New England charm and an inviting place to relax. With nearly two acres, an end-of-cul-de-sac location, exceptional outdoor amenities, and pride of ownership evident throughout, 3 Aspen Lane is a rare opportunity to enjoy comfort, privacy, and nature in a beautiful Oxford setting.

3 Aspen Ln, Oxford

$775,000
4 Beds 3 Baths 24170489 MLS
Completed in November of 2025, this home offers a new construction experience without the wait. Every square inch reflects intentionality, featuring a refined modern aesthetic that balances clean lines with warm, inviting tones. Unlike standard builder-grade properties, this home is defined by high-end, custom finishes, including West Elm-curated fixtures, upgraded tile, a fluted floating sink, and sleek 2-panel interior doors. The floor plan is masterfully designed for modern living, centering on a chef-inspired kitchen that anchors the home and flows seamlessly into the main living areas-perfect for both quiet evenings and large-scale entertaining. The design is cohesive and elevated, giving the entire property a sophisticated, designer-level feel. The interior luxury is matched only by the exterior's serenity. Backing directly onto protected conservation land, the property ensures a level of privacy that is nearly impossible to replicate. With views of nothing but towering trees, open space, and neighboring farmland, the setting is remarkably quiet and set apart, yet remains conveniently located to local amenities. This is the opportunity buyers are searching for: a new build that is fully complete. It delivers the high-end design, pristine condition, and premium lot buyers want, all while avoiding the delays, rising costs, and uncertainty of the new construction process.

218 Quaker Farms Rd, Oxford

$699,900
4 Beds 3 Baths 24200522 MLS
Nestled on a quiet cul-de-sac in a desirable, quiet, friendly community, this traditional 4-bedroom Colonial offers comfortable living in a convenient location just minutes from Quaker Farms Road. The main level features beautiful hardwood floors, an open-concept layout, spacious kitchen, dining room, living room, family room, and a dedicated home office. Upstairs, you'll find four bedrooms offering plenty of space for family and guests. Enjoy the expansive backyard with a garden area, above-ground pool, and deck-perfect for relaxing and entertaining. The walkout basement provides additional potential and storage (1100 sq ft). Located in a neighborhood ideal for walking and bike rides, while just minutes from the town lake, public golf course, and local amenities. A wonderful opportunity to enjoy space, convenience, and a welcoming community setting.

52 Tram Dr, Oxford

$699,900
4 Beds 2 Baths 24199460 MLS
Welcome to an "Antique Gem" in Oxford, Connecticut. Step into a beautifully preserved piece of Connecticut history. Set on 1.6 private acres in Oxford, CT, this exceptional 1769 Vintage Home has remained in the same family for generations, and offers a rare combination of authentic period character, thoughtful restoration, and comfortable modern living. The current owner has invested more than $195,000 in improvements and restoration, carefully preserving the home's historic integrity, while updating it for today's lifestyle. Original wide-board Chestnut Floors, exposed Post & Beam construction, and period details throughout, give this home a warmth and character that simply cannot be replicated. This unique home offers 2123 square feet, four bedrooms & two full baths, and features a flexible & inviting floor plan. The main level includes a beautifully updated Kitchen with Bay Window, formal Dining Room with a Fireplace, Living Room with a Fireplace, Family Room, and a first floor Bedroom currently used as an Artists Studio. A charming Full Bath features a clawfoot tub with shower and a large pedestal sink. A small room adjoining the Dining Room provides an ideal space for a home office, while the renovated Screened In Porch, with an artistic flair, offers a distinctive and relaxing place to enjoy the surrounding landscape. Just off the Kitchen, a large walk-up Attic, with heat and electricity, presents an exciting opportunity for additional finished living space.

136 Chestnut Tree Hill Rd, Oxford

$699,000
4 Beds 3 Baths 24200661 MLS
Tucked away on 4.25 private acres on a quiet Oxford cul-de-sac, 1 Lake Drive offers a peaceful setting with the convenience of being just minutes from shopping, dining, schools and everyday amenities. This one-owner, 4-bedroom, 2.5-bath Colonial provides plenty of space to enjoy both indoors and out, surrounded by nature and the privacy of its expansive property. A covered front porch welcomes you home, while inside, the family room features a wood-burning fireplace and opens directly to a spacious deck with gazebo-perfect for outdoor dining, entertaining or simply enjoying the surroundings. An above-ground pool and hot tub add to the outdoor experience, and the property also includes a 2 stall barn w/ tack room, and chicken coop. Upstairs are four bedrooms with new carpeting and flooring, along with refreshed primary and secondary full baths. Additional highlights include a 2-car attached garage, newer roof, furnace, central ac, water tank, brand new water softner and well tank (Aug 2026) and the entire interior has been freshly painted. Private yet convenient, 1 Lake Drive offers the best of both worlds-acreage, peaceful surroundings and room to enjoy the outdoors, all within easy reach of everything Oxford and the surrounding area have to offer. Welcome Home!

1 Lake Dr, Oxford

$699,000
4 Beds 2 Baths 24198970 MLS
A rare blend of historic New England character, sophisticated style and exceptional outdoor living, 24 Old Good Hill Road is anything but ordinary. Dating to 1829 and set on approximately 2.55 beautifully landscaped acres, this distinctive home has been thoughtfully updated while preserving the warmth and architectural details that give it its soul. Inside, the feeling is timeless and collected-reminiscent of a Ralph Lauren country house-with rich character, built-in bookcases, two impressive stone fireplaces, including one with a built-in wood stove, and inviting spaces designed to be lived in and enjoyed. Outside, decades of established landscaping create a private retreat of mature trees, perennial gardens and multiple patios for dining, entertaining and relaxing. A built-in swimming pool becomes the centerpiece of summer living, surrounded by the privacy and beauty of the grounds. A former barn site also presents an intriguing opportunity for a future garage or accessory structure, subject to municipal approvals. This is the real thing-not a reproduction, but an authentic Connecticut home that has evolved beautifully for nearly two centuries. Historic without feeling like a museum, updated without losing its soul. From quiet mornings among the gardens to summer afternoons by the pool and evenings gathered around the fire, this is a home with a remarkable sense of place-private, welcoming and designed to be enjoyed in every season.

24 Old Good Hill Rd, Oxford

$674,900
4 Beds 3 Baths 24204189 MLS
Welcome to 61 Greenbriar Road, where space, privacy, and the peaceful Oxford lifestyle come together. Set on 2.31 acres in a quiet residential setting, this spacious 4-bedroom, 3-bath Colonial offers over 3,200 square feet of living space and the kind of separation from neighboring homes that can be increasingly difficult to find. Inside, generous room sizes provide plenty of flexibility for everyday living, entertaining, working from home, and hosting family and friends. A fireplace adds warmth and character, while the extra deep garage, additional storage and heated separate work shed provide the space and practicality today's buyers appreciate. Outside is where this property truly shines. Surrounded by mature trees and natural landscape, the expansive lot creates a private retreat with room to relax, entertain, garden, play, or simply enjoy the peace and quiet of your surroundings. Located in desirable Oxford, you'll enjoy the best of both worlds-a more rural, relaxed atmosphere while remaining convenient to shopping, restaurants, recreation, and major commuting routes. Oxford is known for its beautiful open spaces, parks and trails, community feel, and highly regarded local schools. If you've been searching for a home that offers room to spread out without giving up convenience, 61 Greenbriar Road delivers. Come experience the privacy, space, and quality of life that make Oxford such a special place to call home.

61 Greenbriar Rd, Oxford

$650,000
4 Beds 3 Baths 24203217 MLS
Welcome to this beautifully updated and private Oxford retreat, surrounded by peaceful natural scenery and beautiful views. This home offers a unique opportunity to enjoy privacy and tranquility while still being conveniently located near local amenities and major commuter routes. The home features an updated kitchen, updated bathrooms, new Andersen windows, and a new roof. Solar panels provide the potential for energy savings. The property also includes a versatile barn, offering excellent potential for horse owners, storage, a workshop. Enjoy the beauty of nature and the peaceful setting this property has to offer. A wonderful opportunity for anyone looking for privacy, space, and a home with plenty of possibilities.

417 Chestnut Tree Hill Rd, Oxford

$595,000
4 Beds 2 Baths O6340315 MLS
Virtually Staged. Seller motivated. Seller offering up to $10,000 toward buyer’s allowable closing costs and prepaid expenses! Welcome to 11216 Roz Way, a beautifully maintained home that offers modern comfort in the vibrant Oxford neighborhood. This home is ideal for those seeking convenience, a desirable lifestyle, and easy accessibility. Just minutes from The Villages® shopping, dining, golf courses, and entertainment, plus easy access to US-301 and I-75, you’ll find everything you need close at hand. Inside, enjoy a bright and functional floor plan with spacious living areas perfect for today’s lifestyle. Step outside to a welcoming neighborhood where residents appreciate nearby parks, retail centers, and recreational amenities—a community designed for active living and everyday convenience. Whether you’re looking for a primary residence or a Florida retreat, this property combines location, comfort, and value. Don’t miss the opportunity to make it yours!

11216 Roz Way, Oxford

$569,000
4 Beds 2 Baths G5112322 MLS
Virtually Staged. Discover elevated country living in The Ashcroft, a stunning 4-bedroom, 2-bath estate nestled on 1.2 scenic acres within the Oxford Landings community. Spanning 2,194 square feet, this exceptional residence masterfully blends timeless elegance, modern luxury, and effortless indoor-outdoor living. From the moment you step inside, soaring 10-foot ceilings and an expansive open-concept design create an inviting atmosphere filled with warmth, sophistication, and natural light. At the center of the home, the gourmet chef’s kitchen impresses with premium stainless Bosch appliances, quartz countertops, soft-close custom cabinetry, and an oversized island designed for gathering, entertaining, and everyday living. The spacious living area flows seamlessly from the kitchen, offering the perfect backdrop for hosting guests or enjoying quiet evenings at home. Retreat to the luxurious primary suite, where oversized windows, a custom walk-in closet, and a spa-inspired bath with an elegant Roman shower create a private sanctuary of comfort and style. Thoughtfully positioned on the opposite side of the home, the guest bedrooms feature generous custom closets, abundant natural light, and a welcoming sense of privacy for family and visitors alike. Step outside to your expansive screened lanai featuring a fully equipped outdoor kitchen—an entertainer’s dream and the perfect setting for enjoying Florida sunsets, weekend gatherings, or peaceful nights under the stars. Completing the home is a spacious three-car garage that delivers both functionality and refined convenience. Every detail of The Ashcroft reflects the luxury, tranquility, and upscale lifestyle that define Oxford Landings—all just minutes from The Villages.

1439 Cr 212, Oxford

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