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6 Boulder Brook Ct Unit U-63, Prospect
$450,000
2 Beds ⋅ 2 Baths ⋅ 24217370 MLS ⋅ Boulder Brook BLDG.
Set at the rear of Boulder Brook, a 35 home 55-plus enclave, this true end unit offers a tucked-away setting beside the woods, close to the community walking trail and charming covered bridge. Start the morning on your composite deck overlooking the woods, with an electric SunSetter awning for shade, then head inside to a living space defined by soaring vaulted ceilings, high windows and wood beams. The generous kitchen features extra-tall cherry cabinetry, while the adaptable main floor offers room for gathering, reading, or lingering over a glass of wine. The former main-level bedroom has been opened to an inviting parlor, and the traditional dining area currently serves as an additional sitting space. Upstairs, the primary suite includes its own bath and walk-in closet. Approximately 600 plus square feet of finished walkout lower-level space adds another dimension: full-size windows, natural light, and direct outdoor access, with separate areas for an office, hobbies, or creative work, and a larger recreation or media room currently used as a music studio. A distinctive combination of end-unit privacy, architectural character, and flexible living space, all within a small community convenient to Prospect's everyday essentials.

6 Boulder Brook Ct Unit U-63, Prospect
146 Sycamore Dr, Prospect
$550,000
2 Beds ⋅ 3 Baths ⋅ 24217949 MLS ⋅ Regency At Prospect BLDG.
Welcome to this beautiful Tamarack model townhouse set in the center of highly sought-after Regency of Prospect. This one owner unit has been meticulously cared for and features 1850 sf of spacious living consisting of 2 bedrooms, 2 1/2 bathrooms, a 2 car garage and an expansive, clean walk-out basement for future rec room, media room, etc. Beautiful kitchen with with oak cabinets, quartz countertops, stainless appliances, pantry and hardwood floors. Main level laundry room off kitchen. 2 story, welcoming foyer with hardwood floors leading to a bright and airy open floor plan. Dining and living rooms have soaring, vaulted ceilings and wall-to-wall carpeting. Living room slider leads to a private deck overlooking beautifully manicured grounds. Main level primary suite with vaulted ceiling, full en suite bath with double sink, soaking tub, stand alone shower and huge walk-in closet. The upper level features a multi use loft area, a full second bath and a large 2nd bedroom with a walk-in closet, all with wall-to-wall carpeting for that warm, cozy feeling. Living at Regency of Prospect, residents enjoy many great amenities including a beautiful clubhouse, tennis courts, fitness center, putting green, bocce courts and a huge heated pool, all within a secure, 55 and over gated community. This property is a must see and is ready for immediate occupancy.

146 Sycamore Dr, Prospect
198 Straitsville Rd, Prospect
$265,000
2 Beds ⋅ 2 Baths ⋅ 24216605 MLS
Unique 2 bed, 2 bath home with 1,600+ sq ft, vaulted ceilings, spiral staircase, and a partially finished basement. Large lot with in-ground pool. Needs TLC; ideal flip, contractor special, or owner-occupant opportunity. Priced to sell, bring all offers! Sold as-is!

198 Straitsville Rd, Prospect
52 Talmadge Hill Rd, Prospect
$549,900
3 Beds ⋅ 2 Baths ⋅ 24215603 MLS
Space, comfort, and convenience come together in this well-cared-for 3 bedroom home set on a professionally landscaped one acre lot. Inside you'll find hardwood floors throughout, two updated full baths, stainless steel appliances, and a generously sized primary bedroom featuring built-in cabinetry. A versatile first-floor bonus room makes an ideal home office, playroom, or additional sitting area. The finished walk-out basement offers a spacious family room and additional living space. Step outside to enjoy the large, private deck overlooking the fully fenced backyard, offering a wonderful setting for relaxing, entertaining, or enjoying the outdoors. A two car attached garage with access to Heritage Drive and central air split units add to the home's comfort and convenience. The home is ideally located approximately 30 minutes from Hartford and 20 minutes from New Haven. For true turnkey living, this beautifully maintained home is a must-see!

52 Talmadge Hill Rd, Prospect
278 Cheshire Rd, Prospect
$750,000
24216485 MLS
Developers please take notice of this opportunity. This parcel of land has great potential for development in a sought after community. Maps are available as well

278 Cheshire Rd, Prospect
44 Cheshire Rd, Prospect
$159,900
24214481 MLS
This 4.5-acre parcel is situated in the heart of town, just a short walk from two tennis courts, the Town Pond, Town Green, and Prospect Town Hall. It is conveniently located near Long River Middle School and Prospect Elementary School. Currently undeveloped, the land offers the potential for four building lots, boasting over 600 feet of road frontage along Cheshire Road/Route 68. Additionally, it is only minutes away from Interstate 84, Route 8, and the Merritt Parkway.

44 Cheshire Rd, Prospect
27 Scott Rd, Prospect
$494,999
3 Beds ⋅ 2 Baths ⋅ 24202648 MLS
This meticulously maintained brick ranch offers 3 bedrooms, 1.5 baths, and 1,736 square feet of comfortable one-level living in a convenient Prospect location. Set back from the road, the home combines privacy with easy accessibility. A circular driveway with two access points makes entering and exiting simple while providing ample off-street parking. Inside, a fresh coat of paint and hardwood floors throughout create a warm and inviting atmosphere. The spacious living and dining area features vaulted ceilings, a skylight, and a beautiful centrally located fireplace that is perfect for holiday gatherings or cozy winter nights. The eat-in kitchen, dedicated office space, generous main-floor storage, central air, and ceiling fans in the bedrooms add everyday comfort and flexibility. Outside, enjoy well-maintained landscaping and a flat backyard with plenty of room for outdoor activities and entertaining. Major improvements include a brand-new roof with a transferable warranty. The basement also features additional water-protection measures installed proactively by current owners for added peace of mind. Located near Routes 68 and 69, with convenient access to I-84 and Route 8. Enjoy nearby shopping, dining, parks, recreation, and local schools. This move-in-ready home offers the space, care, convenience, and setting you have been waiting for. Schedule your showing today!

27 Scott Rd, Prospect
200 Cook Rd, Prospect
$415,000
2 Beds ⋅ 2 Baths ⋅ 24212965 MLS
Welcome to this bright and beautiful, fully renovated ranch situated on a desirable corner lot! Step inside to a welcoming living room that flows seamlessly into the updated kitchen featuring black stainless steel appliances. Down the hall, you'll find two generously sized bedrooms and a full bathroom. The spacious, completely renovated lower level offers exceptional versatility, featuring a separate family room, dedicated bar area, additional recreation room or playroom, and a convenient half bath. New flooring throughout the finished basement adds a fresh, updated touch, providing plenty of space for entertaining, relaxing, or everyday living. Outside, enjoy the expansive, level backyard with a large deck featuring a jacuzzi tub, creating the perfect setting for relaxing or hosting gatherings. Additional exterior highlights include a large driveway offering ample parking, a powered shed with electrical outlets, and distinctive stamped concrete with decorative horseshoe accents. The home offers numerous updates, most completed in 2023 and 2024, providing added value and peace of mind. Improvements include a new boiler, new oil tank, water pressure tank, water softener and filtration system, two sump pumps, newer roof and septic system and an installed electrical subpanel.

200 Cook Rd, Prospect
8 Plank Rd, Prospect
$489,900
3 Beds ⋅ 2 Baths ⋅ 24212928 MLS
Welcome home to this well-maintained, one-owner raised ranch, proudly offered for sale for the very first time! Situated on a 2.2-acre lot, this 3-bedroom, 2 full bath home is ready for its next chapter. The main level offers a comfortable and functional layout with plenty of natural light. Downstairs, you'll find a dedicated laundry area with excellent potential to be transformed into a finished family room, home office, gym, or additional living space to suit your needs. The attached 2-car garage provides convenience and ample storage. Whether you're looking for room to grow, space to entertain, or simply the peace and privacy of a generous lot, this property offers endless possibilities.

8 Plank Rd, Prospect
6 Plank Rd, Prospect
$489,900
4 Beds ⋅ 3 Baths ⋅ 24208269 MLS
Private Colonial-style home situated on 2.90 acres. This inviting home features beautiful wood floors, a cozy fireplace, and an oversized two-car garage. Enjoy the privacy of the spacious property while bringing your own ideas and personal touches to make this home your own and create your perfect space.

6 Plank Rd, Prospect
4 Florence Dr, Prospect
$699,000
4 Beds ⋅ 2 Baths ⋅ 24209618 MLS
Your own private retreat awaits! Set on a beautifully appointed acre at the end of a cul-de-sac, this impressive brick ranch offers an exceptional blend of everyday comfort, entertaining space, and resort-style amenities. With approximately 4,400 square feet of finished living space across two levels, there is room for everyone to spread out, gather, and enjoy. The main level welcomes you with an inviting open layout centered around a bright living room with a propane fireplace and a spectacular kitchen designed for those who love to cook and entertain. A 6-burner Wolf range anchors the kitchen, while the adjoining three-season porch provides a wonderful extension of the living space. The spacious primary suite offers a private retreat, complete with a generous bath featuring dual vanities, a Jacuzzi tub, and separate shower. The lower level takes entertaining to another level with a second kitchen, comfortable living area, bar, pool table, phone booth, and half bath. A separate entrance adds flexibility, making this level ideal for guests, extended family, recreational use, or other possibilities. Step outside and discover your own backyard getaway. An inground pool, putting green, hot tub, stamped-concrete patio, and irrigation system create an environment made for summer gatherings and relaxing weekends at home. The property also offers an impressive circular brick driveway, three-car attached garage, and an additional two-car detached tandem garage.

4 Florence Dr, Prospect
1 Bayberry Rd, Prospect
$659,900
4 Beds ⋅ 3 Baths ⋅ 24208947 MLS
This spacious contemporary home offers a unique combination of open living spaces, abundant natural light, and privacy. The open floor plan features soaring ceilings, a south-facing wall of windows, and beautiful hardwood floors throughout. The four-level design provides an exceptional amount of living space, including a living room on each level. The main living area features a sunken living room and custom built-ins, creating a warm and distinctive gathering space. The home offers four bedrooms, including a spacious primary suite with a vaulted ceiling. The luxurious ensuite bathroom features a Jacuzzi tub, separate shower, and an extra-large walk-in closet. Additional highlights include a custom hair station with wash sink, a large deck, and a two-car garage located beneath the home. Newer propane heat and central air conditioning. Outside, enjoy excellent sun exposure, mature fruit trees, colorful flower gardens, and a large garden area. The rear yard includes a level open field-ideal for outdoor recreation, sports, gardening, or simply enjoying the privacy and natural surroundings. This is a truly distinctive property offering space, character, and privacy in a one-of-a-kind setting. Agent is related to the seller.

1 Bayberry Rd, Prospect
10 Lombard Dr, Prospect
$598,000
3 Beds ⋅ 4 Baths ⋅ 24194830 MLS
First time on the market. A true mid-century modern updated oasis tucked away on a private road with 2.19 acres and conveniently located off of Route 69, Waterbury Road. As you enter this beautiful home the marble-tiled floors with soaring 10-foot ceilings lead to the floor to ceiling white brick fireplace with a gas heater insert and a bay window overlooking the private back yard. The kitchen and family room offer an open concept flow with a pellet stove that keeps it cozy and warm on those cold winter days. Adjacent to the family room there is a three-season sunroom with a sloping pine ceiling with doors leading to the patio and back yard. Four steps up from the main living area are three bedrooms with the main bedroom suite offering a washer and dryer in addition to a large cedar closet outside the entrance. The other two bedrooms share a shower/tub combo in the hall. Both bathrooms have been recently renovated. The walk out basement offers a second kitchen with full bath and two added rooms including the second gas fireplace. This level is conducive for an in-law suite. There is plenty of storage on this level that also offers the second washer and dryer. A whole house generator, C/A, hardwood floors, EV hookup and two 330-gallon oil tanks are located in the garage. Two recently repaved driveways also add to its desirability. There is 2,580 sq ft on the main level and 800 sq ft in the finished walk-out. Terrific location close to elementary and middle schools.

10 Lombard Dr, Prospect
10 Wagon Wheel Dr, Prospect
$549,900
3 Beds ⋅ 2 Baths ⋅ 24208502 MLS
Welcome to 10 Wagon Wheel Dr. Prospect a beautifully maintained custom built split level home combining mid century character with some major updates. This spacious property sits on an acre level lot on a cul de sac in one of Connecticut's most desirable and peaceful communities. Boasting 2,028 sq ft of interior living space designed for everyday living and entertaining. Stand out features for a new owner include Brand new kitchen with built ins and granite counter tops, new septic system, new roof and gutters in 2021, new water softener in 2024 , windows replace in 20213, gas fireplace insert in family room, central air conditioning,. Seller to find home of choice.

10 Wagon Wheel Dr, Prospect
16 Corrine Dr, Prospect
$532,900
4 Beds ⋅ 2 Baths ⋅ 24207122 MLS
New to the market, raised ranch in quiet neighborhood, with lots of upgrades, brand new windows, siding, gutters, 30x16 trex deck and adjacent covered porch, fenced in back yard, heated 2 car garage, finished basement with movie theater, remodeled kitchen, 2 fireplaces with inserts in LR and FR, remodeled foyer, remodeled 2 full baths, granite countertops, every exterior wall sheetrock replaced and all exterior walls insulated, 3 big picture windows. Heat pump with heat and central air, new Samsung appliances. Flat big back yard with vinyl fence, 60+ green giants for privacy Upgraded electrical with generator hookup. More pictures to come.

16 Corrine Dr, Prospect
175 Waterbury Rd, Prospect
$250,000
24208436 MLS
Excellent opportunity to acquire a highly visible commercial corner property at Route 69 and Murphy Road along the Prospect/Waterbury town line. The offering includes 175 Waterbury Road, a 1.04 acre commercial parcel in Prospect, together with an adjoining .16 acre residential parcel in Waterbury, for approximately 1.20 acres total. The property offers approximately 350 feet of road frontage and excellent exposure along the well traveled Route 69 corridor, with convenient access to both Prospect and Waterbury. Gas, electric and public water are available in the street. An existing sewer line runs through the property. Buyer to verify the availability, location, capacity and connection requirements for all utilities with the appropriate authorities. Excellent opportunity for an investor, developer or owner user seeking a prominent corner location with strong visibility. Property is being offered as is, with buyers responsible for their own due diligence regarding permitted uses, development potential, utilities, zoning and required approvals.

175 Waterbury Rd, Prospect
11 Cheshire Rd, Prospect
$379,900
3 Beds ⋅ 1 Baths ⋅ 24201850 MLS
Welcome to 11 Cheshire Road in Prospect - a beautifully remodeled 3-bedroom, 2-bath home offering modern updates and flexible living space throughout. Step inside to find a completely refreshed interior featuring stunning quartz countertops, brand-new bathrooms, and stylish finishes in every room. The spacious kitchen flows seamlessly into the main living areas, creating the perfect setup for everyday living and entertaining. Downstairs, the finished basement provides additional living space ideal for a family room, home office, gym, or playroom. Step outside to enjoy the large, beautiful deck overlooking the backyard - perfect for relaxing, hosting gatherings, or enjoying warm summer evenings. Move-in ready and thoughtfully updated from top to bottom, this home combines comfort, style, and functionality in a desirable Prospect location.

11 Cheshire Rd, Prospect
5 Sherwood Dr, Prospect
$599,500
3 Beds ⋅ 3 Baths ⋅ 24204195 MLS
Welcome to 5 Sherwood Drive, a well-maintained and cared for house, professionally landscaped, beautiful curb appeal, located on flat lot on a quiet street close to everything, with quick access to I-84. Upon entering you will notice a paved walkway and nice steps and beautiful flowers along the way to the main entrance. Main level you will find living room with a fireplace covered with stone facing all way up to the high ceilings, followed by dining room with skylight. Kitchen is being updated with granite countertops, backsplash tiles, new hardware and Stanley steel appliances. Primary bedroom with its own full bath, 2 bedrooms and another full bath with tub completing this level, which has beautiful hardwood floors throughout. The lower level is tiled throughout and has a nice family room with a fireplace and inserted woodstove; part of this living area is used as an additional guest bedroom. Another bathroom with stand-up shower is located next to the utilities room

5 Sherwood Dr, Prospect
63 Scott Rd, Prospect
$434,900
3 Beds ⋅ 2 Baths ⋅ 24202894 MLS
Welcome to 63 Scott Road, a spacious home offering exceptional potential on a desirable corner-level lot. This well-maintained property is ready for your personal updates and vision, with an impressive list of recent improvements. The enormous kitchen features a ceiling fan, a half bath just off the kitchen, and convenient first-floor laundry with a newer washer & dryer (2025). Step outside to the patio and partially fenced yard, perfect for the dog lover. The expansive living room offers some hardwood flooring, a wood-burning fireplace with accent lighting, and a tiled entry. The primary bedroom features hardwood flooring, a ceiling fan, and double closets, while the two additional bedrooms also offer hardwood floors and ceiling fans. The main bath has double sinks and is ready for updating. A very large unfinished basement provides abundant storage or future possibilities, plus a pull-down attic for even more storage. A four-car garage is a rare find and ideal for the car enthusiast, hobbyist, or additional storage. Additional highlights include central air, security alarm system, generator with dedicated hookup, newer well pump (2025), newer furnace and hot water heater, new oil tank (2025), and roof replaced in 2020. A solid home with great space, great features, and an opportunity to make it your own! Convenient to restaurants, shopping and the park! Being sold AS IS.

63 Scott Rd, Prospect
50 Waterbury Rd, Prospect
$280,000
24200524 MLS
This popular Italian Restaurant sits in the center of Prospect. In business for almost 20 Years. Looking for a new owner to take over the operation. You can't open them for this price. Take advantage of this deal. Current owner is willing to stay on and help transition new ownership.

50 Waterbury Rd, Prospect
14 Richard Ln, Prospect
$310,526
2 Beds ⋅ 2 Baths ⋅ 24197876 MLS
Welcome to this charming home in desirable **Prospect, Connecticut**, offering comfortable living, additional finished space, and a beautiful backyard setting! This home features **2 bedrooms, 1.5 baths, a welcoming living room, and an eat-in kitchen**. One of the standout features is the beautiful **sunroom**, surrounded by natural light and featuring sliding glass doors that lead directly to the backyard-an ideal spot to relax and enjoy the peaceful surroundings. Step outside and you'll find **nearly half an acre of beautiful, park-like grounds**, offering plenty of space for outdoor entertaining, gardening, or simply enjoying your own private retreat. The **walkout basement provides additional living space**, giving you flexibility for a family room, home office, recreation area, or other uses to suit your needs. With its inviting layout, additional lower-level space, and gorgeous outdoor setting, this Prospect home offers plenty of potential for its next owner. **Property is being sold AS IS. Seller will make no repairs.** Bring your ideas and make this home your own! Being sold as is where is and all contents to be included.

14 Richard Ln, Prospect
34 Waterbury Rd, Prospect
$1,250,000
6 Baths ⋅ 24195688 MLS
Prime Retail Plaza Investment Opportunity in the Heart of Prospect! Located along Connecticut State Highway Route 69, this well-positioned retail plaza offers excellent visibility and a high traffic count. The property features 30 parking spaces, including 12 in the front and 18 in the rear, providing convenient access for tenants and customers. The plaza is currently occupied by five tenants and features an entirely new roof, making this an attractive investment opportunity with strong potential for continued income. Excellent location, established tenants, ample parking, and a new roof, an investment opportunity you won't want to miss!

34 Waterbury Rd, Prospect
6 Colonial Dr, Prospect
$379,900
3 Beds ⋅ 1 Baths ⋅ 24191784 MLS
Welcome home to this inviting 3-bedroom Ranch featuring timeless hardwood floors and comfortable living spaces throughout. The eat-in kitchen opens to a bright sunroom and a trex deck, creating an ideal setting for morning coffee, entertaining, or relaxing while overlooking beautifully manicured grounds filled with flowering plants. The spacious living room features bookcases, adding warmth and character. Additional highlights include central air conditioning, a newer furnace, roof and vinyl siding, a finished walk-out lower level complete with a wood stove-perfect for a family room, home office, hobby space, or additional living area. A versatile bonus room can also serve as a darkroom or wine cellar. Conveniently located close to town, parks, and shopping, this home combines charm, comfort, and an excellent location. A wonderful opportunity to enjoy both inviting indoor spaces and beautifully landscaped outdoor living

6 Colonial Dr, Prospect
49 Waterbury Rd, Prospect
$1,075,000
2 Baths ⋅ 24187085 MLS
Excellent opportunity. 4 Tenants including UPS store. Addition square feet in lower lever with garage door.

49 Waterbury Rd, Prospect
81 Mountain Rd, Prospect
$349,900
24186195 MLS
For the discriminating buyer seeking a private wooded retreat, this rare 2.18-acre parcel offers a truly special opportunity. Thoughtfully partially cleared, the land invites you to envision your custom dream home nestled among nature's beauty. Framed by gorgeous stone walls and offering serene views of a bucolic pond, this property is a nature lover's sanctuary. Located just steps from access to the Quinnipiac Trail, hiking enthusiasts will delight in the proximity to Mt. Sanford and miles of scenic trails. Bordering the Cheshire town line, this peaceful haven combines seclusion with convenience. Ideally located on RT 42 with easy access to RT 10, RT 69 and RT 63. Convenient access to Yale and downtown New Haven. Don't miss the chance to own this exceptional slice of paradise-see the attached YouTube video to experience the magic of this unique lot. Please do not walk lot without a confirmed appointment.

81 Mountain Rd, Prospect
21 Pinecrest Dr, Prospect
$49,900
24186142 MLS
Beautiful, level corner lot with exceptional potential - perfect for a builder, investor, or end user looking to create something special. This versatile parcel offers a wide range of possibilities for varying home styles. The property sits in a convenient, established neighborhood, just minutes from major highways, shopping, schools, and a variety of restaurants. Its corner positioning enhances design flexibility and curb appeal, making it an attractive opportunity for future development. Buyers are responsible for their own due diligence, including verifying zoning, permitted uses, and securing all necessary approvals to build. Opportunities like this don't wait- claim this property today and shape its future with your vision!

21 Pinecrest Dr, Prospect
2 Birchwood Ter, Prospect
$489,000
3 Beds ⋅ 2 Baths ⋅ 24184261 MLS
Beautiful split-level home in Prospect offering comfort, style, and functional living space throughout. The expansive living room features beautiful hardwood floors, a cozy propane fireplace with a stunning stone surround, and an open flow into the kitchen, perfect for everyday living and entertaining. This home offers 3 bedrooms plus a finished lower-level room ideal for a family room, office, gym, or guest space. Enjoy outdoor gatherings on the pergoloa covered patio overlooking the fenced-in yard, while the large driveway and 2-car garage provide ample parking and storage. A wonderful opportunity in an unmatched convenient location.

2 Birchwood Ter, Prospect

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