Prospect Real Estate

Welcome to Prospect, Connecticut, a charming town nestled in the heart of New Haven County. With its perfect blend of suburban tranquility and vibrant community spirit, Prospect is an ideal place to call home for families, retirees, and young professionals alike.

Rich in history and natural beauty, Prospect boasts picturesque landscapes and a welcoming atmosphere. The town's roots date back to the early 18th century, and today, it retains much of its historic charm, with lovely colonial-style homes and well-kept parks. Residents enjoy a close-knit community, with numerous local events and activities that foster connections among neighbors.

One of Prospect's standout features is its abundance of green spaces. The town is home to several parks, including the expansive Prospect Town Park, which offers walking trails, playgrounds, and picnic areas, perfect for family outings or weekend relaxation. For those who love outdoor activities, the nearby Naugatuck State Forest provides hiking trails and opportunities for biking and nature exploration.

Education is a cornerstone of the Prospect community, with highly-rated schools that prioritize academic excellence and personal growth. Families can feel confident knowing their children are receiving a top-notch education in a supportive environment.

Conveniently located just a short drive from the bustling city of New Haven, residents can easily access a wealth of cultural, dining, and entertainment options. Whether you’re looking for a peaceful retreat or a place to grow your family, Prospect offers the perfect balance of small-town charm and modern conveniences. Discover your new home in Prospect, where community spirit and natural beauty await!

Newest Listings in Prospect

$275,000

3 Beds ⋅ 2 Baths ⋅ 24220050 MLS

Investors Take Notice...3BR, 1.5 bath split-level home with 1,288 square feet of main level living area. 1-car basement garage, rear deck, central air system and lower-level fireplace. Property to be sold CASH only and in AS IS condition.

46 Klein Dr, Prospect

$279,000

3 Beds ⋅ 1 Baths ⋅ 24220262 MLS

Welcome to 14 Karly Lane in Prospect, CT, a great opportunity for buyers looking to build equity, customize a home to their liking, or take on a renovation project with plenty of potential. This property is ideal for buyers interested in utilizing renovation financing to make improvements before moving in, as well as those looking for a home they can update gradually over time. Whether you're an owner-occupant looking to create your own space or an investor searching for your next project, this property offers an opportunity to add value. The home needs TLC, including repairs to the well pump and heating system. Beyond these items, the remaining improvements are primarily cosmetic, allowing buyers to focus on updating and personalizing the home to their preferences. With the right vision and improvements, 14 Karly Lane has the potential to become a comfortable primary residence or a worthwhile investment. Buyers willing to put in some work can take advantage of the opportunity to build equity rather than paying a premium for a fully renovated property. Bring your ideas and make this property your own!

14 Karyl Ln, Prospect

$149,900

24218885 MLS

Nestled on 2.44 private acres at the end of a peaceful cul-de-sac, 7 Holley Lane offers a rare blend of privacy, convenience, and opportunity in one of Connecticut's most desirable communities. City Water! Tucked away on a quiet dead-end street, this exceptional homesite provides the perfect setting to build your custom dream home surrounded by nature while remaining just minutes from shopping, dining, commuter routes, and everyday amenities. The property is ideally suited for a walk-out basement design, offering endless architectural possibilities with abundant natural light and seamless indoor-outdoor living. Whether you envision a luxury retreat, spacious family home, or entertainer's paradise, the land's layout and topography provide an incredible foundation to bring your vision to life. Adding even more value, the property offers city water service - eliminating the need for a private well while providing added convenience and peace of mind. Bordering the charm and character of historic Cheshire, residents enjoy access to scenic parks and trails, local farms, boutique shopping, and a strong sense of community. Despite its secluded setting, the property remains conveniently close to major highways for easy commuting to New Haven, Hartford, and surrounding towns. Opportunities like this are increasingly rare - peaceful, build-ready land in an established location where tranquility meets accessibility. Create the home and lifestyle you've been dreaming of.

7 Holley Ln, 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

$529,900

2 Beds ⋅ 3 Baths ⋅ 24217949 MLS ⋅ Regency At Prospect BLDG.

Reduced, Seller motivated, will entertain all offers. 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, 2 car garage and an expansive clean walk-out basement, for future rec room, media room, etc. Beautiful kitchen featuring beautiful 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 open airy floor plan. Dining and living rooms have soaring vaulted ceilings and wall-to-wall carpeting. Living room slider leads to a private deck, with manual retractable awning, and overlooking beautifully manicured grounds. Main level primary suite with vaulted ceiling, full ensuite bath with double sinks, oak vanity, soaking tub, standalone shower and very spacious 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 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

$250,000

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! Motivated seller bring all offers

198 Straitsville 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

$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

$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

$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

$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

$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

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Prospect Real Estate

Newest Listings in Prospect

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