Refine Search
Map
Sort by
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 24058704 MLS
Magnificent horse farm set on over 6 acres of level, private land. Property features 28 stalls, 80x200 indoor arena and a 90x152 outdoor arena. Property includes a renovated 3400 square foot main house and a 3000 square foot two family home. Listing agent has additional information available upon request.

918 Wheelers Farms Rd, Milford
$930,000
4 Beds ⋅ 4 Baths ⋅ 24141012 MLS
Discover modern comfort in this beautiful 4-bedroom Colonial set in one of the area's most desirable sub-divisions, just a stone's throw from the golf course. From the moment you enter, you'll be welcomed by 9' ceilings, abundant natural light, and a layout designed for both everyday living and effortless entertaining. The main level offers spacious living and dining areas, an inviting family room, and a well-appointed kitchen with excellent flow. Upstairs, you'll find four generously sized bedrooms, including a serene primary suite with two walk-in closets, and a master bath with double sinks and a heated floor, perfect for unwinding after a long day. The finished basement is a true bonus - featuring a dedicated home theater ideal for movie nights, game days, or cozy evenings in. Whether hosting friends or enjoying quiet time, this space delivers exceptional versatility. Outside, you'll appreciate the peaceful surroundings, tree-lined streets, and the beauty of a neighborhood known for its thoughtful design and close proximity to the golf course and local amenities. Additional Details: New Septic / 70 Gallon Hot water Tank / Ring Doorbell / All appliances will stay including refrigerator in garage / Seller will be taking work bench in garage and greenhouse that is on the deck. Showings start Saturday, 11/22. 24-hour notice preferred for showing requests.

164 Centennial Dr, Milford
$899,000
4 Beds ⋅ 3 Baths ⋅ 24181683 MLS
Find your perfect home! Nestled on a quiet cul-de-sac in North Milford, this beautiful 3,500 sq ft Colonial offers 4 bedrooms and 3 full baths, blending timeless style with modern convenience. A charming, rocking chair-ready front porch with ceiling fan welcomes you in. The main level features 9-foot ceilings, hardwood floors and crown molding throughout. The heart of the home is the kitchen which includes granite countertops, gas cooktop, double wall ovens, drink fridge, stainless steel appliances, and a large center island-opening to a sun-filled dining area with sliders to an oversized deck, perfect for entertaining. An expansive walk-in pantry adds exceptional storage. The living room flows seamlessly from the kitchen and features a gas fireplace for cozy winter nights. The main level also includes a private office, formal dining room, full bath, and a cottage style mudroom with laundry area. Upstairs offers three spacious bedrooms newly carpeted, a full bath with double sinks and a luxurious primary suite with tray ceiling, steam shower, heated floors, double sinks, and a spectacular walk-in closet. The third floor includes a play room and walk-in attic. Additional features include a 2-car garage, sprinkler system, home audio, and invisible fence. Conveniently located near the Merritt Parkway, I-95, train station, beaches, shopping, dining, and downtown Milford. This is more than just a home - it's place to settle in, entertain and make lasting memories.

16 John Henry Ln, Milford
$807,500
4 Beds ⋅ 4 Baths ⋅ 24189631 MLS
HIGHEST AND BEST DEADLINE: 8pm on 7/21/2026. Welcome to 255 Tanglewood Circle, a beautifully maintained residence tucked away on a quiet cul-de-sac offering a private setting in North Milford. Professional landscaping and a circular driveway creates timeless curb appeal. Step inside the welcoming foyer to discover a thoughtfully designed main level. The spacious living room features a fireplace and bay window, flowing seamlessly into the formal dining room. The home's kitchen is updated with granite countertops, stainless steel appliances, center island w/seating and built-in desk. Sliders lead to a private deck overlooking the yard. The laundry area is located off the kitchen. The floor plan offers a primary suite with updated en suite bath, an additional two bedrooms outfitted with California Closets, and beautifully updated full bathroom. A generous family room with cathedral ceiling, full bath and walk-in closet provides the option for an additional primary suite, guest room, or multi-generational living. A cozy den adds even more versatility. The lower level offers a private two-bedroom in-law apartment. An unfinished basement area provides additional storage. A second driveway leads to the attached two-car garage. The fully fenced backyard offers room to enjoy the outdoors with privacy between neighboring homes. This home offers the perfect blend of comfort and thoughtful design to evolve with your lifestyle

255 Tanglewood Cir, Milford
$807,291
4 Beds ⋅ 3 Baths ⋅ 24164062 MLS
Turnkey living meets modern design in this fully updated Colonial located in Milford's sought after Northern Mathewson area. An open concept main level showcases a beautifully remodeled kitchen with custom cabinetry, oversized island, stainless steel appliances, and recessed lighting, seamlessly connecting to the dining area with sliders to a private backyard designed for effortless entertaining. The living room is anchored by a classic wood burning fireplace, while two main level bedrooms are served by a fully renovated full bathroom. Upstairs, the home continues to impress with an additional bedroom, two remodeled full bathrooms with tiled showers, a dedicated laundry room with new washer and dryer, and a spacious primary suite featuring cathedral ceilings, new red oak hardwood floors, a stunningly renovated bathroom, and a flexible bonus space ideal for a home office or expansive walk-in closet. Thoughtfully upgraded throughout, the home offers three full bathrooms, a brand new roof (2026), interior and exterior painting (2026), a new sliding glass door, and newly constructed front and rear walkways with decorative pillars. A one car garage provides ample storage with potential for conversion to a two car garage. Ideally located near schools, shopping, dining, major highways, and downtown Milford, this home delivers the updates, layout, and location today's buyers are looking for.

139 Wepawaug Dr, Milford
$785,000
4 Beds ⋅ 3 Baths ⋅ 24126607 MLS
Welcome home to this charming 4-bedroom Colonial located at 161 Herbert Street beautifully situated on a circular drive on over a private acre. The expansive grounds and serene surroundings, are perfectly positioned between Wheelers Farms Road and the esteemed Great River Golf Club. Enter through the charming front porch into the foyer & living room boasting hardwood floors, built ins and a wood burning fireplace. The eat in kitchen showcases stainless steel appliances, granite countertops & an open flow into the welcoming famly room with two sets of sliders and a gas fireplace. The 2005 addition opens opportunities of a potential inlaw suite on the first floor currently used as a yoga room and attached to a full bath with a walk/roll in shower, it's own sliders to the deck and easy access to the expansive dining room with extra office/living area. Upstairsu the primary suite has a walk in closet & a full updated bath along with two large bedrooms, a third full updated bath and laundry conveniently located in the hall! A walk up stairway leads to an expansive attic which offers tons of storage & the potential to finish for more living space. The serene screened in porch, expansive deck, large grassy yard with gardening potential and stunning fenced in stamped stone concrete private pool & pool shed await you. Conveniently located with easy acess to Rt 15, The Milford Parkway, I 95, downtown Milford & it's stunning beaches!!

161 Herbert St, Milford
$782,500
3 Beds ⋅ 3 Baths ⋅ 24137046 MLS
Gorgeous, immaculately kept home in the coveted Great River Estates. This stately Colonial is flooded with natural light and is located on a stunningly picturesque, tree-lined street with a cul-de-sac. A 2-story foyer leads to a huge family room w/ soaring ceilings & cozy fireplace. Opening to this is a chef's kitchen, complete with a Bertazzoni range & stainless steel appliances. Sliders lead to a beautiful patio surrounded by a level backyard. A large dining room makes entertaining a breeze! The 1st floor primary suite has a soaking tub, shower, double sinks and walk-in closet. A separate 'flex' room makes a perfect office, playroom or potential extra sleeping quarters. An attached oversized 2 car garage with newer epoxy floors, a large laundry room with a new washer/dryer, and a half bath round out the downstairs. Upstairs you'll find 2 additional oversized bedrooms, a loft overlooking the main level, and a full bath. Head to the lower level to find almost 2,000 SF of an unfinished basement, with tall ceilings...perfect for storage or finishing! * BRAND NEW roof just completed last month! * Additional recent updates include: In-ground sprinklers with new wifi-enabled heads, recently painted interior and shutters/front door, new beverage refrigerator & dishwasher, carpet replaced upstairs 2022, gas furnace & hot water 2020. This gorgeous, meticulously kept home is a stone's throw from Great River Golf Club, major highways, a vibrant downtown & shopping. Come see!

26 Myrtlewood Dr, Milford
$739,900
4 Beds ⋅ 3 Baths ⋅ 24163713 MLS
Spectacular top-to-bottom modern builder renovation on this gorgeous home offering over 2,800 square feet of total living space, set on a beautiful and private .9-acre lot. Featuring a redesigned open floor plan with abundant windows that fill the home with natural light. Stunning custom kitchen with an 8-foot island with waterfall countertop and high-end stainless steel appliance package. New paint, trim, and hardwood floors throughout. Spacious primary suite with a dream primary bath. Two additional main level bedrooms are serviced by another beautifully redesigned modern bath. The lower level offers a large family room with fireplace, a 4th bedroom, a spacious rec/playroom, and another stunning renovated bath, creating ideal flexible living space for the family, guests, home office needs, or a perfect in-law set up. Other updates include new roof, siding, interior and exterior doors, hardware, and LED lighting throughout. New high-efficiency furnace and central air provide year round comfort. New driveway, walkways, large rear deck, and a beautiful new stone patio. Oversized 3-car garage with large doors. Private backyard with large lawn backing to wooded area. All set on a gorgeous lot offering a rural feel in the middle of the bustling Town of Milford.

156 Fresh Meadow Ln, Milford
$720,000
4 Beds ⋅ 3 Baths ⋅ 24166327 MLS
Nestled in the highly desirable Wheelers Farms Road area, this beautifully maintained 4-bedroom, 2.5-bath Colonial offers the perfect blend of classic charm and modern updates. Set on a picturesque lot with a spacious and private backyard, this home provides both comfort and functionality in a prime location. Step inside to discover a warm and inviting interior featuring newer flooring throughout and freshly painted spaces (2024), creating a bright and move-in-ready atmosphere. The updated kitchen is the heart of the home, showcasing modern finishes, ample cabinetry, and a functional layout ideal for both everyday living and entertaining. Natural light pours in, enhancing the home's welcoming feel. The main level offers a seamless flow between living spaces, perfect for gatherings or quiet evenings at home. Upstairs, you'll find four generously sized bedrooms, including a comfortable primary suite with its own full bath, along with an additional full bathroom to accommodate family and guests. Enjoy peace of mind with major updates already completed, including a newer roof (2012) and replacement windows (2018), providing both efficiency and long-term value. The home also features a full finished basement! Along with a convenient two-car garage. Outside, the beautiful backyard offers plenty of space for outdoor entertaining, gardening, or simply relaxing in a serene setting. Whether hosting summer gatherings or enjoying quiet mornings, this outdoor space is sure to impress.

290 Tanglewood Cir, Milford
$650,000
5 Beds ⋅ 2 Baths ⋅ 24146061 MLS
Welcome to 32 Autumn Ridge! Discover the perfect blend of comfort and convenience in this charming 5 bedroom, 2 bathroom home nestled on just under an acre with forest views on a cul-de-sac. Step into this bright and spacious residence featuring a modern open-concept layout perfect for entertaining and everyday living. The kitchen is a true showpiece, showcasing quartz countertops, sleek Shaker-style cabinets, stainless steel appliances and ample workspace for the home chef. The primary offers on suite bathroom, complete with modern finishes. Additional generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. A three-car garage ensures plenty of storage and parking space, while abundant natural light flows throughout the home, creating a warm and inviting ambiance in every room.

32 Autumn Ridge Rd, Milford
$640,000
3 Beds ⋅ 3 Baths ⋅ 24136668 MLS
FINAL OFFERS REQUESTED BY 11/3/25 AT 2:00. Welcome to 82 Oak Ridge Ln in Milford's desirable Lexington Green neighborhood. Built in 1997, this well-maintained Colonial offers approximately 2,248 sq ft of finished living space with 3 bedrooms and 2.5 baths The main level features an open floor plan with hardwood floors, crown molding, and a bright kitchen with white cabinetry, granite countertops, stainless steel appliances, and a breakfast nook overlooking the backyard. A formal dining room sits just off the kitchen, and the spacious living room offers vaulted ceilings and sliders leading to a stamped-concrete patio and level yard. The upper level includes two well-sized bedrooms, a full bath, laundry area, and a large primary bedroom with two walk-in closets and private bath access. The finished lower level adds flexible living space with a family room, full bath, and an additional room ideal for guests, office, or gym. Additional highlights include an attached garage, newer roof, updated front entry masonry, and an irrigation system to maintain the lawn with ease. Residents of Lexington Green enjoy access to a picturesque center green featuring a gazebo, walking paths, benches, and a community bulletin board for neighborhood happenings. Close to shopping, dining, beaches, parks, and major highways. Dont miss your opportunity to call Lexington Green your home! Schedule to see 82 Oak Ridge Ln Today!

82 Oak Ridge Ln, Milford
$605,000
4 Beds ⋅ 2 Baths ⋅ 24132465 MLS
Welcome to this Charming Colonial style home on corner lot with 1.59 acres. This home has 9 rooms, 4 bedrooms and 2 full baths. First floor has LR, Kitchen with large pantry, spacious dining area, laundry room(washer and dryer included) and full bathroom. Additional features include speakers throughout and direct propane line for grill to enjoy cooking on the patio. This property offers a perfect blend of comfort, functionality, and outdoor living. Attached 1-car garage for convenience and storage. Enjoy a large deck, patio, and a versatile barn-ideal for hobbies, storage, or workspace. This home offers a rare combination of indoor comfort and outdoor versatility, perfect for entertaining, relaxing, or expanding your lifestyle. Don't miss the opportunity to make this unique property yours! Active security system on premises(will stay). Solar panels are owned by seller, and the electric bill is $11.00 per month. Contingent upon seller finding suitable housing.**Potential to subdivide**

238 Zion Hill Rd, Milford
$529,000
3 Beds ⋅ 2 Baths ⋅ 24181468 MLS
Rarely found in Milford, this charming home is set on a large property with farmhouse-inspired appeal, offering a blend of timeless character and modern amenities. Although recorded as built in 1968, the home's design reflects a much earlier architectural influence, including multiple fireplaces and beehive oven. Thoughtfully defined living spaces create warmth, comfort, and flexibility for everyday living. The spacious living room is anchored by a massive fireplace and flows into a practical back entry/mudroom with access to the deck. A versatile family room offers flexibility for use as a den, home office, or additional living space, while the formal dining room is well suited for both everyday meals and festive gatherings. The 2nd floor features a generously sized full bath and a large primary bedroom complete with a walk-in closet. The current owners have significantly upgraded and updated this home, completing an extensive list of improvements while addressing many of the big-ticket items (brand new deck, A/C 2023, luxury vinyl flooring 2021, solar 2021, pool 2020 with brand new liner, kitchen remodeled 2014, leeching fields 2014 and many more). The property boasts an impressive 3-car garage with a second floor. Perfect for automotive, camping and boat enthusiasts. Fantastic as a summer retreat, it also offers beautiful fall foliage and picturesque winter scenery, making it a place to enjoy year-round.

324 Wheelers Farms Rd, Milford
$515,000
4 Beds ⋅ 3 Baths ⋅ 24134888 MLS
Welcome home to 282 Oronoque Rd! This is the first time this property has been on the market, and it is ready for someone to make it their own. This freshly painted raised ranch features 4 bedrooms and 2.5 baths with over 2,200 sq. ft. of living space. The main floor features hardwood floors throughout the 1,496 sq. ft area, with an electric fireplace and vaulted ceiling in the living room. The slider off the main living area opens to a large multi-level deck with plenty of space for entertaining and enjoying the approximately 0.88 acre property. The primary bedroom boasts vaulted ceilings and a full bath. Two additional bedrooms, a 2nd full bath, and large open kitchen with eat-in dining area complete the main floor. The lower level offers an additional 750 sq feet of finished living space. The recreation/family room features brand new laminate flooring and a wood burning fireplace. The lower level also includes a 4th bedroom, dedicated laundry room, 1/2 bathroom and utility room - plus access to the spacious 2 car garage. This property is close to major highways and near all that Milford has to offer - shopping, dining, beaches and more! Property is an estate sale and being sold as-is.

282 Oronoque Rd, Milford
$447,000
3 Beds ⋅ 2 Baths ⋅ 24171186 MLS
Set on a level/rolling quarter-acre lot, this three-bedroom, one and a half-bath home offers substantial driveway parking ideal for friends and family to visit during the holidays. friend will be greeted by a peaceful neighborhood that is complemented with a well cared for house built for ideal suburban living. An attached garage is great for avoiding carrying groceries in from the rain. Most daily entries will be through the oversized three season breezeway, which is the perfect place to both kick off your shoes and alternative dining. Before going in be sure to visit the large back deck, which is perfect for string lighting and late night memory making with all who are invited. Pause for a second and imagine young ones playing in the back yard as glasses clink among adult laughter. Entering into the front of the home, you're immediately welcomed by an oversized living room with an impressive fireplace and TV mounted over it. It feels like a sanctuary separate from the remainder of the house. Circling around back we have large bay windows overlooking the back yard that lets in the perfect quantity of natural sunlight for morning pancakes. The kitchen is original but the layout is ideal for the new owner that is ready, willing and able to create the perfect open floor plan with little effort. The main bathroom has been renovated so that all the focus can go into where the family spends most of their time. One oversized bedroom resided on the main floor. This is a have to see!

492 North St, Milford
$430,000
3 Beds ⋅ 1 Baths ⋅ 24117228 MLS
Beautifully updated Cape Cod with 3 Bedrooms and 1 Full bath. The first floor includes a Kitchen with updated oak cabinets, stone countertops and stainless steel appliances accented with a breakfast bar that overlooks the large Living Room with an open feel. The updated bath has a wood stain vanity with stone countertop and tub/shower accented with subway tiles and tile floor. Also on first floor is a Dining Room and Bedroom. Second floor has the Primary Bedroom with built in drawers, double closet and vaulted ceiling. 3rd Bedroom with vaulted ceiling is also located on the second floor. Unfinished Basement has future possibilities for Family Room, Game Room or Exerscise Room. The front yard features a large circular driveway with room for 5 cars. Rear yard is very deep and private with a partial fence, stone gravel patio with a fire pit, another gravel patio near the rear house is great for barbeques and entertaining. A shed is also included with the property. All you need to do is just move in! Close to Milford Green, Metro North Train, Merritt Pkwy and I95.

40 Oronoque Rd, Milford
$420,000
4 Beds ⋅ 1 Baths ⋅ 24115595 MLS
Diamond in the Rough - looking for a "good steward" to give this 1890's Farmhouse some "TLC" or Ideal for Contractors or Flippers, This probate estate sale presents a rare opportunity to restore a charming 1,800 sq.ft. Colonial Farmhouse on a picturesque 1-acre corner lot at Wheelers Farms Road & Fresh Meadow Drive (formerly Fawn Meadow Orchards), complete with a mature apple orchard. Conveniently located between I-95 and the Merritt Parkway (Route 15), this property offers both privacy and accessibility. The home features 4+ bedrooms and 2-full bathrooms (town records show 1-ba.), with hardwood floors throughout and a 900 sq.ft. walk-up attic. While the home needs a full renovation, the potential is undeniable. Property Highlights: Classic Farmhouse style with great bones Two egress points and a 16' x 28' hoop house (greenhouse) in need of repair Utilities: City Water, Oil Heat, and 1,250-gallon Septic System, HWT (2020) 200amp Electric Panel Private, usable yard with mature landscaping Important Notes: Cash offers only - property will not qualify for traditional financing Full clean-out required, Rear Deck is missing, non-working furnace, The City of Milford permits Accessory Dwelling Units (per zoning regulation for ADU) - buyers to verify details with the city; additional info available in MLS documents Bring your vision and imagination.....

193 Wheelers Farms Rd, Milford
$419,000
3 Beds ⋅ 1 Baths ⋅ 24157401 MLS
Welcome to 167 Wepawaug Drive in Milford, CT. This home can be yours! It's a charming cape that is a thoughtfully updated home, blending cozy farmhouse character with modern finishes, featuring a bright living room with large picture window and rich dark floors, a stylish eat-in kitchen with subway tile backsplash, granite counters and stainless fridge that opens to a sunny dining area and slider to the yard, a renovated full bath with shiplap accents and contemporary fixtures, and flexible upstairs loft/attic spaces perfect for bedrooms, home office or play areas (skylights and recessed lighting add extra brightness). Comfortable living space on the main level, an attached garage and a welcoming yellow front door completes this inviting property-ideal for buyers seeking move-in ready charm and versatile living spaces in a convenient Milford location.

167 Wepawaug Dr, Milford
$352,000
2 Beds ⋅ 2 Baths ⋅ 24132431 MLS ⋅ Southwick At Milford BLDG.
Welcome to easy living in this beautifully maintained Ranch unit. Two bedroom, two bath condo located in Southwick, one of Milford's most desirable 55+ communities. 1,272 square feet of thoughtfully designed space, this home offers comfort, and a convenient location. Open floor plan, cathedral ceilings, main level laundry, one car garage with plenty of additional parking. Unfinished basement offers an abundance of storage or can be finished for additional living space. A pleasure to show.

25 Southwick Ct N Unit 25, Milford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.