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$1,599,000
5 Beds 4 Baths 24204123 MLS
Nestled on one of the most desirable streets in Orange, this spectacular 4/5-BR, 3.5-bath Colonial offers over-the-top quality & exceptional living spaces. Built in 2003, this home welcomes you with a 2 story tiled foyer & gleaming HW floors that flow throughout. The sun-filled LR is a gathering space with a beautiful wood-burning FP. Across the foyer, the DR showcases custom moldings & tray ceiling. The kitchen offers an abundance of white cabinets, granite counters, center island, gas cooking & an oversized SS refrigerator. The kitchen opens directly into the FR, complete with a gas FP & custom built-ins. A study on the main level provides flexibility as a home office or potential BR. A powder room & 3 season sunroom complete this level. Upstairs, the primary suite features a spacious walk-in closet, en-suite & an adjoining room perfect for a sitting area, office, or fitness space. Three additional BRs share this level along with a bonus room that can easily function as an additional BR. The laundry can be found on this floor as well. A walk-up attic offers potential for future expansion. The walk-out finished LL can be customized to suit your lifestyle, whether as a rec. room, theater, gym, or guest quarters. Step outside & discover a true backyard oasis. A spacious ground level deck overlooks the beautifully landscaped private grounds, while a paver patio surrounds the inground pool. A basketball court & professional landscaping further enhance this extraordinary property

914 Rainbow Trl, Orange

$819,900
4 Beds 4 Baths 24194583 MLS
Welcome home to fine Orange living, where exceptional space, remarkable versatility, and thoughtful design define this beautifully maintained residence. Offering approximately 3,800 square feet of finished living space on a private 1.16-acre wooded lot, this distinctive home features a legal main-level in-law apartment, an oversized three-car garage, and an approximately 460-square-foot finished and insulated additional area. Just off the kitchen, the sun-filled great room features soaring ceilings, desirable southern exposure, a wood-burning stove highlighted by a custom floating mantel whose rich stained finish complements the newly refinished red oak hardwood flooring, Pella insulated windows, and a Pella sliding glass door. A warm, neutral color palette creates a bright, cohesive feel throughout the home, while the cedar rear deck offers a convenient grilling area and easy access to the private backyard. The thoughtfully designed in-law apartment includes a private entrance, open-concept living, full bath, washer and dryer, and generous storage. The beautifully finished lower level features newly installed luxury vinyl plank flooring, a spacious family room with a second wood-burning stove and matching custom floating mantel, a finished flex room, craft room, cedar closet, half bath, second laundry, and abundant storage. A truly distinctive Orange property offering space, versatility, and quality rarely found in today's market.

325 Manley Heights Rd, Orange

$800,000
3 Beds 3 Baths 24198197 MLS
Welcome home to this versatile, impeccably maintained 3-4 bedroom split-level ranch with 3 full bathrooms and a 2-car garage. You will find attention to detail throughout. Featuring a beautifully updated eat-in kitchen with an abundance of cabinetry, this home is warm, spacious, and is move-in ready. Upon entering, you'll find an oversized office/den with a wood-burning fireplace. There is also a spacious living room with a second fireplace, a large dining room, and multiple French doors from both the living and dining areas leading to the oversized deck with a pergola. You'll enjoy hardwood floors throughout. The primary bedroom includes a full en-suite bathroom with a steam shower. The first floor also offers an additional flex space with French doors to the deck and access to a full bathroom, ideal as a bedroom, den, or whatever your needs require. The updated kitchen is complete with a fantastic beverage station, marble countertops, and stainless steel appliances, including a Sub-Zero refrigerator. French doors lead from the kitchen to the deck and yard, where you'll find a fire pit and a beautifully maintained above-ground pool. The upper level features two large bedrooms, a full bathroom, and laundry. The unfinished basement provides additional storage and offers room for future growth if desired. Close to Merrit, highways, dining and home to Amity's award winning Schools.

314 Longmeadow Rd, Orange

$799,000
4 Beds 3 Baths 24198975 MLS
Looking for the perfect home? Your search ends here! Welcome to this beautifully renovated, move-in-ready home nestled on a quiet street in an ideal location. Featuring 4 spacious bedrooms and 3 full bathrooms, this stunning property has been completely updated with brand-new finishes and systems throughout, offering the perfect blend of style, comfort, and peace of mind. Designed with energy efficiency in mind, the home includes spray foam insulation in all exterior walls and ceilings, helping to keep utility costs low while providing year-round comfort. Impeccably maintained and thoughtfully upgraded from top to bottom, this home is truly turnkey. The fully finished lower level offers exceptional flexibility, featuring a large open living area, an additional bedroom, and a private office. Whether you're looking for space for an extended family, guests, a home business, or the potential for an in-law apartment, this level provides endless possibilities. Don't miss this rare opportunity to own a beautifully updated home that offers space, efficiency, and versatility in a fantastic location!

473 Summit Dr, Orange

$725,000
4 Beds 3 Baths 24198983 MLS
Time to relax and enjoy lakefront living. Welcome to 570 Grassy Hill Road, a sprawling 2,200 sq. ft. ranch beautifully situated on 1.15 acres along Lake Wepawaug. Step right outside your back door and grab a paddleboard, kayak, or fishing pole! This well-maintained home offers 9 rooms, 4 bedrooms, and 2.5 baths with a spacious and versatile layout. The main level features an eat-in kitchen, formal dining room overlooking the lake, and a large living room with a vaulted ceiling, wood-burning fireplace, abundant natural light, and beautiful water views. The primary bedroom suite includes an updated private full bath and walk-in closet. Three additional spacious bedrooms and another updated full bath with laundry are located on the opposite side of the home. The upgraded heated finished walk-out lower level provides even more living space with a large family room with a second wood-burning fireplace, new luxury vinyl floors, and sliders out to the backyard. Additional room is perfect for guest space or a home office, and half bath (plumbed for shower), offering great potential for guests or potential in-law setup. Additional highlights include new HVAC system, new roof, new insulation, and electrical. City water is available in the street. Association fee is $550 annually.The former two-car garage has been finished and is currently utilized as a pet area with a wash station and workshop space, offering flexible options for the next owner (or convert back to a two-car garage

570 Grassy Hill Rd, Orange

$700,000
3 Beds 3 Baths 24204878 MLS
*HIGHEST & BEST OFFERS DUE by 8 PM on Saturday, 9/12* Welcome to this spacious 3 bedroom, 2 1/2 bath home set on a level 1-acre lot in the heart of Orange. The light-filled main level features a front-to-back living room with wood-burning fireplace, while the spacious kitchen offers a cathedral ceiling with skylights, dining area, center island, built-in cabinetry, walk-in pantry, granite countertops, tiled backsplash, and a gas fireplace with stone surround. Sliders open to a large composite deck overlooking the fenced backyard. Three bedrooms are located on the upper levels, including a spacious primary bedroom with ample walk-in closet space. A beautifully remodeled full bath features a combination tub/shower. The split-level design offers versatile living space, including a finished walk-out lower level with a kitchen, half bath, and recreation room; ideal for extended family, guests, a home office, or potential in-law living; providing over 3,000 SF of finished space over 4 levels. The lower level also provides access to an enclosed sunporch and unfinished basement with additional storage. Additional amenities include central A/C, city water, a 2-car garage, and walk-up attic space offering potential for future expansion. Conveniently located near shopping, Yale, Downtown New Haven, Milford, and Fairfield County, with easy access to I-95 and Route 15. A wonderful opportunity to enjoy space, flexibility, and convenience in a desirable Orange location.

361 Miles Rd, Orange

$695,000
4 Beds 2 Baths 24161928 MLS
Welcome to this spacious 4 BR, 2-full-bath ranch nestled in the highly desirable town of Orange. Offering HW floors throughout the main level, with tile flooring in the kitchen & baths, this one level living home combines classic charm with comfortable living. Step inside to a welcoming LR featuring a cozy FP & a large picture window that fills the space with natural light. The DR is ideally situated between the LR & kitchen & offers lovely views of the private backyard, making it perfect for everyday meals & entertaining alike. The spacious eat-in kitchen features Corian countertops, a center island with a seating area & convenient access to both the attached car garage & the back deck. Step outside to your own private outdoor oasis, where beautifully landscaped grounds surround an inviting in-ground pool, creating the perfect setting for relaxation & summer gatherings. The main level includes a generous primary BR suite, 3 additional BRs & a full hall bath, providing ample space for family & guests. The partially finished lower level expands the home's living area with W/W carpeting, a dedicated office & a recreation/playroom. You will also find abundant storage space & a laundry area. Situated on a beautiful lot in Orange's award-winning Blue Ribbon school district, this home offers exceptional convenience with easy access to major highways, downtown New Haven, Yale & Metro North Railroad. This is a wonderful opportunity to enjoy suburban living while close to everything!

430 Sheldon Ct, Orange

$674,900
4 Beds 3 Baths 24207745 MLS
Nestled in the heart of Orange's Historic District and just a short walk to the Orange Community Center, this charming circa-1820 Federal Colonial seamlessly blends timeless character with thoughtful modern updates. Offering 4 BRs, 3 full baths, this distinctive home presents a rare opportunity to own a piece of local history while enjoying today's conveniences. The home showcases exposed wood beams, HW floors & inviting living spaces that reflect its historic heritage. The formal LR features beautiful beams & HW flooring beneath the carpeting, while the elegant DR, also accented with exposed beams & HW floors, flows effortlessly into the updated kitchen. The kitchen offers HW flooring, granite counters, SS appliances & abundant workspace. The spacious FR serves as the heart of the home, featuring a FP & direct access to the side porch, creating a warm & welcoming gathering space. Upstairs, the generously sized primary BR boasts a walk-in closet, while HW floors continue throughout all four BRs. Three additional BRs & two full baths complete this level. The partially finished LL offers a versatile finished room ideal for a home office, playroom or gym. Numerous improvements have been completed while preserving the home's original charm, including upgraded plumbing & electrical, a newer roof (2003) & a new septic tank installed 8/26. A detached 3 car garage, charming patio, and picturesque grounds further enhance the appeal of this exceptional 1.07 acre corner lot property.

567 Orange Center Rd, Orange

$649,000
4 Beds 3 Baths 24200061 MLS
WELCOME to 291 Currier Drive, a meticulously maintained residence nestled in one of Orange's most desired neighborhoods. This freshly painted spacious home offers comfort & functionality. The main level unfolds with a bright living room, flowing seamlessly into a spacious formal dining area. The eat-in kitchen features ample storage, generous workspace, & newer S.S. appliances, ready for culinary endeavors. An inviting family room/den with a traditional wood-burning fireplace offers flexible additional living space, & the direct 2-car garage access makes shopping trips & daily errands easy & convenient. Upstairs, discover four generously sized bedrooms & beautifully updated bathrooms, ensuring privacy & convenience. Beneath the freshly steam-cleaned carpeting lies the potential for hardwood flooring throughout. The dry, spacious basement offers excellent storage or future expansion opportunities. Outside, a private, level backyard creates an ideal setting for gatherings or tranquil evenings. Additional features include central air conditioning, public water, full-house generator, newer roof, & newer garage door for peace of mind. Natural gas is conveniently available in the street. Located within the award-winning Amity School District & Peck Place Elementary School, this home offers easy access to shopping, dining, golf & major highways. Bring your vision & experience the lifestyle that's waiting for you. Schedule to see it today! Subject to probate approval.

291 Currier Dr, Orange

$649,000
3 Beds 2 Baths 24199700 MLS
Welcome to 109 Cummings Drive, where style, comfort, and exceptional updates come together in one truly move-in-ready home. Situated on a huge corner lot, this beautifully renovated ranch has been meticulously maintained and thoughtfully improved, offering the perfect blend of modern amenities and easy one-level living. At the heart of the home is a stunning, sun-filled kitchen featuring quartz countertops, custom cabinetry, stainless steel appliances including a stove, hood, and built-in microwave, plus updated lighting and fixtures throughout. Just off the kitchen, a spacious family room with soaring ceilings provides an inviting space for everyday living and effortless entertaining. The list of recent improvements is extensive and includes a new furnace, oil tank, central A/C condenser, and a vinyl fence that fully encloses a large portion of the expansive yard, creating a safe and secure space for the little ones and pets. In 2022, major exterior upgrades were completed, including a new roof, vinyl siding, doors, gutters, and garage doors, ensuring years of low-maintenance living. A cozy fireplace and central air add year-round comfort. Step outside to an impressive 45' x 15' composite deck, the perfect setting for summer gatherings, outdoor dining, or simply relaxing while overlooking the spacious backyard.

109 Cummings Dr, Orange

$649,000
4 Beds 2 Baths 24192852 MLS
Welcome to the P. Maxwell House, rich in Orange's history. Built in 1820 this New England cape has withstood the test of time and has many of the original features of the home. This 4-bedroom, 2 full bath home has charm and character, including wide plank flooring, wrought iron door handles, wood beams, 3 fireplaces, built ins... the list goes on. The eat in kitchen features tile flooring, and 2 pantries. The dining room has the original cooking fireplace, currently housing a wood stove, wide plank floors, original built in hutch and door leading to fenced in area of yard.1st floor also boost a very large living room with another of the home's fireplaces, built in bookcases and a window seat and wide plank floors. The primary is also located on main level with large double closets. A full bath featuring custom built in cabinetry, jacuzzi tub, tile floor and walk in shower. The 2nd bedroom on main level has the 3rd fireplace. Upstairs you will find the other 2 bedrooms with wide plank flooring and large closets. The homes 2nd bath with claw foot tub and classic black and white flooring. There is a spacious cedar closet as well as access to a large, floored attic area that could be potential living space. The original greenhouse, with stone walls and large windows could be made to be a truly magical space. The 1.17 grounds are surrounded by stone walls, a 3-gar garage/barn, and 2 other outbuilding. There is as separate fenced area. and a historic 1938 water tower. C/A 1st fl

428 Peck Ln, Orange

$639,900
3 Beds 2 Baths 24191102 MLS
**HIGHEST & BEST BY Wed. 7/22 at 10AM**Set on a picturesque, park-like corner lot and tucked back behind mature trees for added privacy, this oversized ranch offers the perfect combination of space, comfort, and convenience. Inside, you'll find a bright, open-concept living and dining area that flows into the eat-in kitchen, creating an ideal layout for everyday living and holiday entertaining. The main level also offers a versatile bonus room perfect as a home office, den, or sunroom, along with the convenience of a main-level laundry room and an attached two-car garage. The home features three generously sized bedrooms, including an oversized primary suite with two separate entry doors, offering the unique potential to be divided into a fourth bedroom if desired. The finished lower level provides exceptional additional living space with a huge recreation or playroom, plenty of storage, and endless possibilities to suit your lifestyle. The expansive 1.2 Acre level yard features an above-ground pool, patio, ample parking, vinyl siding, and the peace of mind of a propane-fired whole-house generator. Perfectly located in the heart of Orange, you'll enjoy award-winning schools and be just minutes from shopping, restaurants, parks, highways, trains and Yale New Haven, making commuting and daily living a breeze. This is a wonderful opportunity to enjoy one-level living with the flexibility and space today's buyers are looking for.

579 Racebrook Rd, Orange

$639,900
3 Beds 3 Baths 24184003 MLS
Beautiful expanded Raised Ranch offering flexible living space for today's lifestyle, including potential multi-generational living. The main level features an open-concept layout with a spacious living room, dining room, updated kitchen with quartz countertops and stainless steel appliances, and a comfortable family room. Step out from the kitchen onto the upper deck, perfect for entertaining or relaxing outdoors. The main floor also includes three bedrooms, a full hall bath, and a primary suite with a walk-in closet and private full bathroom. The finished lower level provides exceptional versatility with a large recreation room featuring a fireplace, plus a den, office, or potential fourth bedroom. With walk-out access to a second deck, this space is ideal for extended family, guests, a home office, or possible in-law accommodations. Additional features include oil forced-air heat, central air conditioning, solar panels to help offset rising energy costs, an attached two-car garage, storage shed, and a terraced backyard offering multiple outdoor living spaces. Enjoy all that Orange has to offer, including its award-winning school system, parks, recreation, shopping, and dining. Conveniently located just minutes from major highways, Metro train station, Milford's beaches, Yale, and so much more. Schedule your appointment today!

632 Wheelers Farm Rd, Orange

$615,000
4 Beds 3 Baths 24199060 MLS
Move-in Ready & Beautifully Remodeled! Don't miss this opportunity to make this stunning 4-bedroom, 2.5-bath home your own. The main level features a beautifully remodeled kitchen with a large center island, stainless steel appliances, and stylish stone countertops, flowing seamlessly into the dining and living areas for an ideal open-concept layout. 3 spacious bedrooms are located on the main level, including a primary bedroom with a private full bath. The lower level offers versatile additional living space with a comfortable family room, 4th bedroom and convenient access to the garage. Recent updates include a new roof and water heater, plus a 2009 NATURAL GAS boiler and whole-house generator, and CITY WATER for added peace of mind. Step outside and enjoy quiet evenings on the deck or entertain guests in the spacious yard, complete with a large fire pit and year-round hot tub and electric dog fence. A wonderful home with plenty of space, updates, and outdoor amenities-don't miss it!

404 Narrow Ln, Orange

$599,900
3 Beds 4 Baths 24201458 MLS
Welcome to this beautiful expanded ranch, ideally situated on a picturesque Orange street while remaining just minutes from everything you need. This spacious home offers 3 bedrooms, 3 full & 1 half baths, plus an abundance of flexible living space. The inviting living room flows seamlessly into the dining room & kitchen, with a convenient half bath just off the kitchen. Hardwood floors are waiting beneath the main-level carpeting. Three bedrooms & a full bath complete the main level. A sizable bonus room above the attached 2-car garage provides incredible versatility, featuring its own full bath & potential as a primary suite, family room, guest room (with included Murphy Bed) or in-law space for multigenerational living. The partially finished lower level adds even more usable space for a playroom, home office or recreation room, along with plenty of storage. A walk-up attic offers additional storage & exciting potential for future expansion. Outside, enjoy a large rear deck overlooking the level yard-perfect for entertaining while the kids play. Additional highlights include a mudroom, central air, Newer Roof & Septic tank, vinyl siding & tool shed. Conveniently located near shopping, dining, highways & everyday amenities, while enjoying all that Orange has to offer, including the award-winning Racebrook & Amity school districts. Come check this one out Today!

519 Ferry Rd, Orange

$599,900
4 Beds 3 Baths 24196484 MLS
Opportunity awaits at 556 Forest Road! Ideally positioned at the end of a cul-de-sac, this substantial four-bedroom, two-and-a-half-bath Cape offers exceptional privacy on a spacious 0.72-acre lot. With approximately 2,772 square feet of living space, the home presents an excellent opportunity to renovate and personalize your new home. The generous footprint provides plenty of room for everyday living, entertaining, working from home, and creating spaces that complement your lifestyle. Important recent improvements include a brand-new roof and a hot water heater that is only two years old, giving the next owner a valuable head start. With its classic Cape design, great school system, ample square footage, private setting, and desirable center of Orange location, this property is ready for a fresh vision. Bring your ideas and unlock its full potential. Property is being sold as-is. Subject to probate court approval.

556 Forest Rd, Orange

$519,000
2 Beds 2 Baths 24201355 MLS
Nothing to do but move in! Impeccably maintained 2 bedroom 1 full 1 half bath home in a sought after commuter-friendly Orange location. Located directly across from Racebrook Tract and adjoining Maltby Lakes which is perfect for outdoor enthusiasts. Convenient to Yale, the Merritt Parkway and I-95. Approximately 5-9 miles from Metro-North/New York City and Amtrak train stations. The entertainment friendly main level has beautiful hardwood flooring and offers a newly renovated kitchen showcasing granite countertops, stainless appliances, and a center island that flows seamlessly into an inviting dining room, a convenient half bath and a sunny home office with a cathedral ceiling, and a substantial living room including a wood burning fireplace, sliders to a custom patio and a beautiful level fenced yard. Two bedrooms on the upper level include a generous front to back primary bedroom with ample closet space including a walk-in attic. A nicely appointed full bath is accented with white and black tile flooring and white bath tile. Potential for future living space in the unfinished lower level which currently houses a newer furnace, hot water tank, oil tank, electrical box, washer/dryer, and hatchway egress. New roof and gutters 2021, new central air 2024, and many recent upgrades. Plentiful storage and an expansive peaceful and private fenced yard and fenced garden area.

888 Racebrook Rd, Orange

$449,900
3 Beds 2 Baths 24187097 MLS
This beautiful 3 bedroom, 2 full bath Craftsman style home has so many surprises. The main floor's living room is warm & cozy, featuring herringboned hardwood flooring. Just beautiful! Through the archway enter the dining area and the fully applianced kitchen with breakfast bar and recessed lighting. The 2 bedrooms on this floor are bright and comfortable, each having ceiling fans and more beautiful hardwood.. The full bath on this floor is nice and bright and has its own closet. Downstairs is a beautiful family room with a fireplace, another bedroom and another full bath. The surprises? The downstairs has its own entry making for a simple in law setup if desired. Central air conditioning. Huge shed with overhead door. More surprises? Almost a full acre of flat, serene property with plenty of room to store all your toys and more! How about your very own pond! Don't be fooled by the address, this property is private and a must see. Hurry!

161 Derby Ave, Orange

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