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$1,750,000
5 Beds 5 Baths 24205302 MLS
Another fine example of renowned architect R.W. Foote's work, this distinguished 1908 Colonial Revival is ideally located in the desirable Prospect Hill neighborhood. The elegant stucco exterior and impressive portico create a striking first impression and welcome you into a home filled with beautifully preserved architectural character. A gracious entry foyer with a centrally located grand staircase serves as the heart of the home, flanked by the Living Room on one side and the Library/Den and Formal Dining Room on the other. Meticulously restored and preserved original details are found throughout, including pristine hardwood floors, rich wood trim, original hardware, high ceilings, and crown moldings. The spacious Living Room features a fireplace, while the Formal Dining Room offers original built-in china cabinets and its own fireplace. The handsome Library/Den includes built-ins and a fireplace, and a private Sunroom overlooks the gardens and sizeable bluestone patio. The second floor offers four generously sized bedrooms, including two with fireplaces and one with access to a private terrace. A separate wing includes two additional smaller rooms, one currently used as a laundry room. The partially finished third floor provides flexible additional space along with substantial attic storage. Exceptional outdoor spaces include garden areas and a large bluestone patio, perfect for entertaining.

436 Saint Ronan St, New Haven

$1,750,000
4 Beds 5 Baths 24195812 MLS
Welcome to your private paradise! Tucked away on 7 sprawling, pristine acres, this magnificent 5,652 sq. ft. custom Colonial-crafted by renowned Kastner Development-offers an unparalleled blend of architectural elegance, modern luxury, and complete seclusion. From the moment you arrive, the magnificent grand foyer with pristine marble flooring sets an impressive tone. Every corner of this 9-room masterpiece showcases exceptional artistry, highlighted by imported custom trim work and crown molding from Belgium. Interior Features: Gourmet Chef's Kitchen: Equipped with rich granite countertops, premium stainless steel appliances-including a commercial-grade 6-burner Viking gas stove-and a massive center island perfect for grand-scale food prep and entertaining. Formal Dining Room: Elegant hardwood floors accented by intricate mahogany inlays, ideal for hosting dinner parties. Sunken Living Room & Sunroom: Relax alongside a warm, dual-sided pass-through fireplace that connects the dramatic sunken living room to a light-filled, cozy sunroom. Extras: Private study, sunken half-bath with marble floors, a full bath with integrated main-level laundry, and a sweeping second-story balcony overlooking the front grounds. Bedrooms: 4 Generous Bedrooms, including two full primary ensuites, offering luxurious flexibility for guests, multi-generational living, or a primary suite retreat.

152 Williamsburg Dr, Southington

$1,750,000
16 Beds 16 Baths 24176677 MLS
This newly constructed four-unit townhome asset presents a rare opportunity to acquire a core-plus multifamily property in the New Haven market. Built by a reputable local developer, the property is offered as a single investment asset, ideal for investors seeking stable long-term cash flow with future upside. Each of the four townhome-style units is approximately 2,500 square feet and configured with 4 bedrooms and 3.5 bathrooms. Features include hardwood flooring, tiled bathrooms, central air, stainless steel appliances, in-unit laundry, private decks, and one-car garages. Each unit is separately metered for utilities, supporting efficient management and expense control. Guest parking is also included for added convenience. The property will convey as a single asset with no existing condominium association in place. A future condo conversion may offer additional exit flexibility and potential value enhancement. Located within 7-11 minutes of Yale University, Southern Connecticut State University, and the University of New Haven, the property benefits from consistent rental demand driven by nearby universities, faculty, and medical professionals. Projected market rents are $4,500 per unit per month, supporting an estimated gross annual income of approximately $216,000 based on current assumptions.

15 Colby Ct, New Haven

$1,662,500
4 Beds 5 Baths 24190982 MLS
Lovely contemporary Colonial set on 2.26 acres offers over 6,000 square feet of above-grade living space w/ a versatile multi-level layout. Step into the dramatic two-story brick foyer featuring floor-to-ceiling windows, & radiant floor heating throughout the 1st floor. This level offers outstanding add'l living space w/ a comfortable family room, 43' x 15' rec room, private office, full BA, & walkout access to the covered lower deck. Whether you're looking for a home gym, guest retreat, or simply extra space to spread out, you have endless possibilities! The main living level features a large kitchen w/granite countertops, center island, quality appliances, & sunny breakfast nook with lots of windows overlooking the peaceful landscape. Dining room, living room, & vaulted Great Room w/ pellet stove provide inviting spaces for everyday living & entertaining. Upper deck is conveniently accessible from the breakfast nook or great room. The primary suite features radiant floor heating, en-suite BA, double closets, & walk-in closet. 1/2 BA w/ laundry completes this level. Upstairs you'll find 3 generously sized BRs, including one w/ its own private BA, plus an additional full BA. Backing directly to Cheshire Land Trust, this property offers exceptional privacy, a putting green, pickleball court, & peaceful views from nearly every room. Whether enjoying your morning coffee on the deck or relaxing indoors, the natural setting has a sense of tranquility that's hard to find.

644 S Brooksvale Rd, Cheshire

$1,600,000
4 Beds 5 Baths 24196011 MLS
Originally created to highlight the magnificent quality of Myjack & Lamb (builders) 122 Windward Place is a home where no expense was spared. Special midnight green Italian granite covers the grand chandeliered foyer, guiding guests and family into a sunken living room complete with deep box coffered ceilings. These two showpiece rooms are just the beginning of your journey into the fine craftsmanship and ultra fine materials used in the home's construction. Top tier components, like Emtek hardware throughout, Marvin windows, Waterworks, detailed molding work, and specialized components adorn every room in the home. Built by what the owner likes to call the 'dream team' 122 Windward Place provides a quality often not appreciated by those outside the construction industry. Everything in the framing was overbuilt, using quality materials, and assembled by two master carpenters. The roof is completely covered in a waterproof barrier under the fiberglass shingles. The entire house is wrapped in cedar and brick veneer. As to masonry work on this home, it was completed by local master mason, complete with keystones and other accents that compliment his high work standard. Inside, the home is well insulated, providing a solid backstop to the homes phenomenal HVAC 3-zone system designed by another master of the trade. Peace of mind is achieved with monitored alarm systems, utilizing analog technology that prevents hacking.

122 Windward Pl, Southington

$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

$1,595,000
4 Beds 4 Baths 24201633 MLS
An address of true distinction, 8 Saint Ronan Terrace offers a rare opportunity to reside within a private enclave in the heart of Prospect Hill. Set upon a nearly quarter-acre lot, this residence serves as a secluded sanctuary just moments from the Yale University campus. It is a home where historic architectural integrity meets a sophisticated, modern lifestyle, complete with forward-thinking amenities like a newly installed EV charger. Inside, the scale and finish are exceptional. The floor plan offers four generous bedrooms, a tranquil library, and two versatile flex rooms perfectly suited for additional bedrooms, an office, gym or professional studio. Culinary pursuits are elevated in the renovated chef's kitchen, a space defined by the precision of Wolf and Sub-Zero appliances. The primary suite is a true destination, featuring a light-filled sunroom, a custom boutique closet, and a newly reimagined spa bath. The location offers a lifestyle defined by culture and convenience. Positioned moments from Yale, the residence provides effortless access to the energy of Downtown New Haven and the scenic beauty of East Rock. Residents can enjoy world-class museums and the city's renowned fine dining scene, all while benefiting from the property's inclusion in the Worthington Hooker Elementary district. Every inch of this property has been thoughtfully curated, offering a polished retreat in New Haven's most storied and prestigious district.

8 Saint Ronan Ter, New Haven

$1,550,000
7 Beds 5 Baths 24205013 MLS
An unparalleled legacy estate of 1904 pedigree and state-of-the-art modern infrastructure in the heart of East Rock! Designed by the legendary architectural firm Brown & Von Beren, this magnificent 4,060 sq ft, 7-bedroom Colonial stands as the premier luxury landmark on Livingston Street. Deliberately delivered vacant and move-in ready, it sits directly across the street from a Yale Shuttle stop, steps from cafes, markets, and top schools.Mechanically transformed for the modern era, the home features a brand-new 2024 multi-zone HVAC system (all-new air handlers & compressors) serving the 1st, 2nd, and 3rd floors, a dedicated basement AC, an advanced whole-home leak monitoring system, and a 2026 hot water heater. Elite tech and wellness upgrades include a whole-home water filtration system paired with a premium 2026 UV Reverse Osmosis system feeding both the sink and fridge, integrated radon mitigation, dual EV charging stations, and restored high-speed Ethernet/cable wiring throughout.The versatile floor plan perfectly pairs historic chestnut woodwork and newly refinished 1st-floor hardwoods (2026) with an immaculate, extensively painted interior. The layout is highlighted by a private 3rd-floor oasis featuring 3 of the 7 bedrooms, a full bath, and a generous flex area ideal for an au pair or guest suite, already equipped with a farmhouse sink and seamless room to expand into a full kitchenette layout.

172 Livingston St, New Haven

$1,399,999
5 Beds 4 Baths 24187746 MLS
Thoughtfully crafted with exceptional quality and timeless style, this custom-built French Country Style Colonial is a home you'll appreciate from the moment you arrive! Soaring cathedral ceilings, graceful arched doorways, rich hardwood floors, and abundant natural light create an inviting atmosphere that feels both elegant and comfortable. Premium Harvey-crafted windows enhance every beautifully designed living space, making it ideal for everyday living and effortless entertaining. The well-designed floor plan features a spacious first-floor primary suite, offering the ease of main-level living and a private retreat to unwind. Every room reflects the care, craftsmanship, and pride of ownership that make this home truly special. The expansive unfinished lower level with 10-foot ceilings offers endless possibilities! A four-car garage provides exceptional room for vehicles, hobbies, and storage, while the private backyard is ready for summer gatherings, a future pool, or the outdoor oasis you've always imagined. Conveniently located near major highways and commuter routes, this home offers the perfect blend of privacy, accessibility, and enduring quality. Lovingly built without compromise and meticulously maintained, this is more than a house-it's a place to truly feel at home! Agent Related.

269 W Pines Dr, Southington

$1,390,000
3 Beds 3 Baths 24199774 MLS Townhouse Whitney Grove Square BLDG.
Exceptional Townhouse Condo in the Heart of Downtown New Haven Located on the Yale campus, this beautifully remodeled 3-bedroom, 2.5-bath townhouse offers refined living in an unbeatable setting. The main level features 10-foot ceilings, a state-of-the-art kitchen, and a charming breakfast nook. The dining room opens via sliding doors to a spacious private patio-perfect for entertaining. A large bay window fills the living room with Western light. The second floor hosts a luxurious primary suite complete with a generous dressing room, spa-inspired bath, and a cozy den-ideal for a private retreat or home office. A separate laundry room adds convenience. On the third floor, you'll find two well-proportioned bedrooms and a full bath, along with a skylight that brightens the stairway. Enjoy picturesque views of Yale's campus and Saint Mary's Church. This end unit has 3 exposures providing ample natural light. Additional highlights include two parking spaces in an underground garage and an unbeatable in-town location close to dining, culture, and university amenities.

395 Temple St Unit 395, New Haven

$1,379,000
5 Beds 5 Baths 24202325 MLS
Discover this truly exceptional custom Colonial home, distinguished by its thoughtful design, custom millwork, architectural details, and masterful craftsmanship both inside and out, situated on a desirable 2.37 acres corner lot in one of South Cheshire's most sought-after areas. Custom wrought iron gates welcome you into this warm, inviting home, flooded with natural light from the abundant large windows, skylights, and French doors. The heart of the home is the beautifully remodeled kitchen, with its expansive center island offering both exceptional functionality and a wonderful gathering space. The kitchen flows into the spacious family room which provides easy access to the covered porch, allowing effortless, comfortable daily living and entertaining. The first-floor primary bedroom provides convenience and privacy, while three large bedrooms upstairs offer generous space for all. Enjoy year-round sunshine in both the four-season terrace room and the separate sunroom, that bring the outdoors in. Versatile finished space with a full bath above the garage, offers possibilities for home offices, studio, recreation room, and more. The exceptional outdoor setting offers a resort-like experience, the covered rear porch featuring a raised cedar ceiling, skylights, and terracotta tile, provides an inviting gathering space. Follow the path through the gardens to the heated in-ground Gunite swimming pool and hot tub, creating your own retreat for relaxation and entertaining!

885 S Brooksvale Rd, Cheshire

$1,325,000
24158790 MLS
Rare opportunity to acquire a quality constructed single-level commercial building situated on nearly 6 acres with beautifully maintained grounds and a distinguished setting. The property features two banquet rooms with capacity for approximately 300 and 100 guests, each with its own service bar and dance floor, making it well suited for events, conferences, or hospitality uses. The welcoming garden-style entrance includes a fountain and landscaped grounds, while the rear of the property features a gazebo with decorative bridge, creating an ideal setting for outdoor gatherings and photography. Additional outdoor enhancements include a handmade stone water feature and a trellis rose area on level, tree-lined grounds. Originally constructed in 1955, the building has been well maintained and updated over time, including architectural front windows that bring natural light into the ballroom spaces. The commercial kitchen includes a stainless hood system, walk-in refrigeration, and a newer upright dishwashing system. Equipment and furnishings are included. Additional features include approximately 18,000 square feet of paved parking, 400-amp electrical service, and a 360 square foot attached rear shed. Located in an IND zoned area, the property offers potential for a variety of uses including banquet facility, union hall, private club, training facility, culinary program, landscape supply operation, or ghost kitchen.

1146 Spindle Hill Rd, Wolcott

$1,300,000
22 Beds 11 Baths 24203976 MLS
Attention investors!!! This cash cow is a completely renovated 6 family perfect to add to your portfolio without having to worry about any issues. 6 Brand new furnaces and hot water heaters were just recently installed. Roof is in great condition. All 6 units have brand new hardwood floors throughout apartments, new kitchens, new bathrooms with tiled showers, updated electrical, fresh paint, new windows and much more. 5 of the units consist of 4br 1.5 bath 2 story apartments currently rented for $2,400, $2,300, $2,100, $2,000, last one is vacant and easy to show. The 6th unit is a 2-bedroom, 1 bath currently rented for $1,650. All tenants are up to date on their rents and responsible for their own utilities. Plenty of off street parking for convenience. Laundry hook ups in the basement. Just minutes from I-95, I-91 and downtown New Haven.

767 Congress Ave, New Haven

$1,300,000
2 Baths 24203791 MLS
Attention investors!!! This cash cow is a completely renovated 6 family perfect to add to your portfolio without having to worry about any issues. 6 Brand new furnaces and hot water heaters were just recently installed. Roof is in great condition. All 6 units have brand new hardwood floors throughout apartments, new kitchens, new bathrooms with tiled showers, updated electrical, fresh paint, new windows and much more. 5 of the units consist of 4br 1.5 bath. 2 story apartments currently rented for $2,400, $2,300, $2,100, $2,000, last one is vacant and easy to show. The 6th unit is a 2-bedroom, 1 bath currently rented for $1,650. All tenants are up to date on their rents and responsible for their own utilities. Laundry hookups in the basement. Plenty of off street parking for convenience. Just minutes from I-95, I-91 and downtown New Haven.

767 Congress Ave, New Haven

$1,300,000
9 Beds 9 Baths 24190662 MLS
Exceptional investment opportunity in New Haven's thriving Fair Haven neighborhood! This well-positioned 9-unit apartment building features nine one-bedroom units, offering investors the opportunity to acquire a substantial income-producing asset in one of the city's strongest rental markets. Whether you're looking to expand an existing portfolio or secure a long-term investment, this property presents excellent potential with multiple streams of rental income under one roof. Ideally located in the heart of Fair Haven, residents enjoy convenient access to downtown New Haven, Yale University, Yale New Haven Hospital, local shopping, restaurants, public transportation, and major highways including I-91 and I-95. The neighborhood's proximity to major employers, educational institutions, and everyday amenities continues to drive strong rental demand, making it a desirable location for both tenants and investors alike. The property's location near the Quinnipiac River, neighborhood parks, and local businesses further enhances its appeal while providing easy access to everything New Haven has to offer. With nine one-bedroom apartments, a sizable 7,136-square-foot building, and a location in one of the city's most active multifamily markets, 32 Clinton Avenue represents an outstanding opportunity to invest in a property with strong long-term income potential and portfolio growth.

32 Clinton Ave, New Haven

$1,300,000
2 Baths 24186448 MLS
Turnkey Mixed-Use Investment Opportunity | Fully Renovated | Zero Vacancy. 140 Grand Street presents a rare opportunity to acquire a stabilized, cash flowing mixed use asset in the heart of Waterbury. This well maintained property consists of nine residential apartments and one commercial storefront, offering investors immediate income with zero current vacancy and strong in-place cash flow. The residential units have been extensively renovated, featuring updated interiors, modern finishes including mini-splits, and turnkey condition throughout. The commercial space provides additional income diversification while benefiting from excellent visibility and established tenancy. With a current gross annual income of approximately $171,000 the property delivers strong investment fundamentals and an attractive 8.5 cap. The building is well maintained with a favorable operating expense ratio and requires minimal maintenance, making it an ideal acquisition for both seasoned investors and those seeking a passive income-producing asset. Centrally Located in Downtown Waterbury, this is a true turnkey asset offering immediate cash flow, stable tenancy, and long term appreciation potential in one of Waterbury's established mixed use corridors.

140 Grand St, Waterbury

$1,300,000
6 Baths 24169336 MLS
Exceptional opportunity to acquire or lease a 14,052 SF banquet facility with an attached private club, currently operating as an established catering hall. Situated on 2.35 acres with ample on-site parking for approximately 200 vehicles, this property offers outstanding flexibility for continued hospitality use or redevelopment. Featuring 12-foot ceilings and a well-configured layout, the property is ideally suited for a catering hall, wedding venue, restaurant, or event space. Alternatively, it presents strong potential for adaptive reuse including daycare, nursing home, religious institution, public or private school, two-family homes, or multifamily development. Located just off I-95 (Exit 50), the property offers excellent accessibility and is minutes from downtown New Haven, Yale University, Tweed New Haven Airport, and Yale New Haven Hospital. Zoned RM-1, the site offers redevelopment potential with an estimated yield of approximately 28 residential units (subject to approvals).

560 Woodward Ave, New Haven

$1,299,999
4 Beds 4 Baths 24180355 MLS
LAKEFRONT PROPERTY! This was built to be our forever home. Every detail has been thought out with utmost care; however, we are exploring the idea of heading south. This home features 10 rooms total. Lake views from every room. The main house has 8 rooms all carefully remodeled with high end materials and an open floor plan with plenty of natural light. Dual stage high efficiency central air conditioning and heating throughout, as well as a whole home propane generator. The home features a detached 2 car garage with a legal apartment above, also with full remodel and cathedral ceilings. The property is a .7 acre double lot with a large parking area for 10 or more cars. There are 2 docks on your 60' of frontage on beautiful spring fed Hitchcock lake north. 2 large decks with tempered glass railings for uninterrupted views.

94 Midwood Ave, Wolcott

$1,295,000
4 Baths 24178859 MLS
Built in 1901 by S.G. Taylor in New York, the "John Slade Ely House" was built as a residence for John Slade, a physician and professor in theory and practice of medicine at Yale. The 6,651 SQ FT Tudor style building is at the gateway between East Rock and Downtown on Trumbull Street. Its historical origins remain intact with the grand staircase, elaborate fireplaces, leaded glass windows, arched doorways, coffered ceilings and detailed woodwork. Spread across three levels, with an additional 2,672 sq ft in the unfinished basement, the possibilities are endless. New Haven City Plan recently approved a conversion into ten apartments. The property would also be perfect for a conversion back to a primary residence, a live/work space, or non-profit use. The building has oil heat, a brand new roof, a handicap ramp, and a large backyard. This is a landmark property that will not last long!

51 Trumbull St, New Haven

$1,250,000
6 Baths 24190929 MLS
Rare opportunity to own a unique mixed use property in the heart of Wallingford. The main residence is a charming and beautifully maintained home offering 3614sqftof living space with flexibility for a home office or professional use. Features include an updated kitchen, inviting sitting room, Living room, dining room, first floor family room and 3 bedrooms. The 3rd floor provides a private living space with separate entrance ideal for extended family, guests or additional living space. Enjoy relaxing on the wraparound front porch throughout the seasons. At the rear of the property, The Carriage House offers approximately 2698sqft of professional space currently configured as 2 units. The Carriage tenants have lease until 4/30/28 providing immediate income potential. A generous parking lot is situated between the main house and Carriage House offers ample parking for residents, tenants, clients and guests. This exceptional property combines historic charm, residential comfort and immediate income in one prime location. Also see MLS#24190928 notice needed for showings. Zoning for main house code 3030 mixed use M94. Zoning for Carriage house code 3400 office BLD M94. MLS info includes both buildings.

116 S Main St, Wallingford

$1,250,000
3 Beds 6 Baths 24190928 MLS
Rare opportunity to own a unique mixed use property in the heart of Wallingford. The main residence is a charming and beautifully maintained home offering 3614sqft of living space, with flexibility for a home office or professional use. Features include an updated kitchen, inviting sitting room, spacious living room, formal dining room, first floor living room and 3 bedrooms. The 3rd floor provides a private living area with a separate entrance ideal for extended family, guests or additional living space. Enjoy relaxing on the gracious wrap around porch throughout the seasons. At the rear of the property, the carriage House offers approximately 2698sqft of professional space currently configured as 2 units. The Carriage tenants have lease through 4/30/28 providing immediate income potential. A generous parking lot is situated between the main house and the carriage house offers ample parking for residents, tenants, clients and guests. This exceptional property combines historic charm, residential comfort and immediate income in one prime location. See MLS#24190929 need notice for showings. Zoning main house code 3030 Mixed Use M94. Zoning Carriage House 3400 Office Bld M94. MLS info combines both buildings.

116 S Main St, Wallingford

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