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33 Thimble Farms Rd, Branford
$3,480,000
5 Beds ⋅ 4 Baths ⋅ 24128528 MLS
Welcome to Point House, a distinguished c. 1850 waterfront estate perfectly positioned on Long Island Sound w/ the rare privilege of dual membership in both Thimble Farms & Pine Orchard Beach Assoc's. Spend your summer days on your private beach that blends seamlessly w/ the assocation stretch of golden sand. This recently expanded & updated coastal sanctuary graciously blends historic charm w/ every modern luxury. Entry level welcomes guests w/ complete in-law quarters featuring a comfortable sitting area, full kitchen, bedroom, bath, & bedroom / office-ideal for extended stays or multi-generational living. Ascend to the main level w/ views of the legendary Thimble Islands unfold. The living room, graced by an east-facing deck, overlooks your 1st of 2 private beaches & unique & breathtaking views. The west-facing dining room captures spectacular sunsets while opening to the kitchen & deck-perfect for entertaining against a backdrop of endless water views. Recent renovations added a convenient main-level laundry room & full bath, leading to the crown jewel: a private primary suite featuring a spa-inspired ensuite w/ tiled walk-in shower, soaking tub, & indulgent radiant heated floors. Third level houses 2 add'l bedrooms & a 4th full bath, plus a spectacular new bonus room w/ soaring vaulted ceiling-destined to become your family's activity headquarters & elevator ready. This coveted address is the perfect private retreat & effortless connectivity to both New York and Boston.

33 Thimble Farms Rd, Branford

10 Island View Ave, Branford
$2,500,000
6 Beds ⋅ 5 Baths ⋅ 24135755 MLS
Motivated Seller! An exceptional almost waterfront property in sought after Pine Orchard with private assoc'n beach. This 4200+ sf c.1910 grand period 4 level home has been totally updated for comfort & ease. An elevated corner double lot directly across from an open space, creating remarkable protected water views. Just steps to the beach & for boaters, your own mooring. The main level is open with lots of light & views. Enjoy a WOW gourmet newer kitchen w/large quartzite island, top appliances, built-in banquette & much more. This space opens to a family room with gas FP to warm any occasion in minutes. The scaled up main level includes a roomy LR with built-ins & great water views open to a true "holidays at home" DR. When you want to keep the outdoor event private, just step out onto the 24x38 epay wood deck. Take the stairs (or the elevator!) to the next level & enjoy a fully customized primary suite with FP, gorgeous bath, vast walk-in closet and of course great Sound views. This 2nd flr is complete w/full laundry and 2 add'l BR's, family bath. The 3rd floor is ideal as guest/office space with 3 BR's, full bath. Garage level w/private entry offers space (& full bath) for gym, potential in-law or au pair apt...limited only by your imagination. Separate 2 car garage for private studio/workshop. 3-bay heated garage incl. golf cart space. Near Pine Orchard CC. NO Flood insurance required. Mature landscape, approved pool design, full house generator.

10 Island View Ave, Branford

8 Gaylea Dr, Branford
$2,470,000
5 Beds ⋅ 6 Baths ⋅ 24149206 MLS
Discreetly set within Pine Orchard's desirable Juniper Point Association, this fully updated residence offers refined coastal living with a sophisticated designer aesthetic. A striking glass entry welcomes you into light-filled interiors thoughtfully designed for both elegance and everyday comfort. The home centers around a stunning chef's kitchen featuring marble countertops, full marble backsplash, an oversized waterfall island, and professional-grade appliances, seamlessly opening to the main living area. A fireplace and custom built-ins anchor the space, creating an inviting setting for daily living and entertaining alike. The main level also includes a private living room and a dedicated home office, offering flexibility for today's lifestyle. Upstairs, the serene primary suite serves as a true retreat with an expansive walk-in closet and a spa-inspired bath with curated designer finishes. A versatile floor plan allows the home to live generously for a larger household while remaining ideal for empty nesters. A fifth bedroom provides an excellent option for a guest or in-law suite. Multiple access points lead to an outdoor blue stone patio with a dramatic fireplace, enhancing seamless indoor-outdoor living. Complemented by a two-car attached garage, private beach rights, direct access to the Trolley Trail, and walk to Pine Orchard Country Club. A rare opportunity for turnkey luxury living in one of Connecticut's most sought-after coastal communities.

8 Gaylea Dr, Branford

175 Pine Orchard Rd, Branford
$2,075,000
3 Beds ⋅ 4 Baths ⋅ 24128428 MLS
WELCOME to 175 Pine Orchard RD, one of Branford's premier locations. Enjoy Coastal living at its best! Home showcases the finest craftsmanship with many architectural details throughout the Interior and Exterior of home. Upon entry you will take in this glorious first floor living space with soaring ceilings and attention to detail for even the most discerning of buyers. First floor host side by side His and Her offices, an expansive primary bedroom suite with tray ceiling, open floor plan, large walk-in pantry with refrigerator, laundry room with easy access from 3 car attached garage, and oak hardwood flooring through out. The bright and airy chefs kitchen will dazzle you with its tastefully selected tile, uniquely shaped island, Wolf appliances, and large wet bar for entertaining. For the clothing enthusiast, the extra large Primary Bedroom walk-in closet will not disappoint. Second floor has two spacious ensuite bedrooms, an open sitting area with delightful views of the first floor, and an Attic storage area that may convert to more living space or another bedroom, if needed. Lower Level has 9ft ceilings and a very large cedar closet with built-ins. An elevator will take you to all 3 levels of the home. Fruit trees, open front porch, stone walls and patio, dress the exterior with panache. Pine Orchard Yacht & Country Club is located less than a mile away. Branford is conveniently situated between New York and Boston with easy access to New Haven. Schedule a showing today

175 Pine Orchard Rd, Branford

29 Blackstone Ave, Branford
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24129321 MLS
Welcome home to 29 Blackstone Ave - the hidden gem of Pine Orchard - nestled on 1.43 acres, overlooking town owned Mirror Lake, this sprawling home offers an open floor plan of almost 3,800 square feet! The inviting foyer brings you into a spacious living room with HW floors, gas fireplace and a picture window with a view of the front lawn and lake. The LR opens to the formal dining room also with HW floors, from there, step down into the family room which overlooks the patio and rear yard. The eat-in kitchen is off the dining room and also overlooks the patio. The primary bedroom suite is on the first floor and consists of a large BR, full bath with walk-in shower, access to a den and three season porch - all which can be closed off from the living area. A second bedroom with full bath, powder room and laundry area complete the main level. Two bedrooms, another full bath and attic storage are on the second floor. Take a few steps down from the main level hallway and you'll find another family/rec room - complete with built-ins and a pool table (which conveys) a few more steps down to the basement - mechanical area & storage! A detached 2 car garage with extra storage, whole house generator, sprinkler system and a huge, private yard are also yours to enjoy - this is a very special property within the Pine Orchard Association, has beach access and is in close proximity to P.O. Yacht & Country Club and Young's Pond Park & trails. New furnace installed November 2025

29 Blackstone Ave, Branford

21 Chapel Dr, Branford
$900,000
3 Beds ⋅ 3 Baths ⋅ 24172356 MLS
21 Chapel Drive greets you with an expansive front porch, perfectly positioned to capture the cooling breezes of Long Island Sound at the end of the street. This warm and inviting home is bathed in exceptional natural light throughout the day. Inside, the formal living and dining rooms flow seamlessly, setting the stage for elegant entertaining anchored by an expansive fireplace. The heart of the home is the kitchen where large windows frame picturesque views of the historic Pine Orchard Chapel. The open concept kitchen welcomes everyone to come and stay for a while. There is plenty of counter and storage space and there are two cooking areas: a gas stove and an electric cooktop. It is adjacent to the family room with its pretty built in China cabinet and private office overlooking the rear deck, complete with a pergola and a quiet landscaped yard and one car oversize detached garage. Upstairs, the primary suite offers a peaceful sanctuary featuring a versatile nook - ideal for a nursery or perhaps a yoga studio. The ensuite bath features a jetted tub & bidet. Across the hall is a bedroom that mirrors the primary with a nook as well. In between these bedrooms is a flex room that can be used as an office, tv room, or for guests. There is also another bedroom, and a sitting room with a cedar closet could be used as a 4th bedroom on the along with a full bath. There is a lot of flexibility and options for sleeping arrangements when guests come.

21 Chapel Dr, Branford

13 Crescent Bluff Ave, Branford
$840,013
3 Beds ⋅ 2 Baths ⋅ 24201280 MLS
Pride in ownership shines throughout this 3 bedroom 1 1/2 bath home nestled in one of Pine Orchard's sought-after, rarely available neighborhoods & is just four homes from the water! Coastal breezes, water views, & the beauty of this pristine waterfront community welcome you from the moment you arrive. This ranch home has been continuously updated & upgraded! Upon entering, the four-season sunroom greets you & is perfect for soaking in the view. The sun-filled kitchen features granite countertops, custom cherry cabinetry & a spacious eating area. An inviting living room is filled with natural light from expansive windows & features a brick fireplace with granite accent. The generously sized primary bedroom includes French doors to the sunroom while two additional bedrooms, a full bath & half bath w/laundry complete the floor plan. Additional features include hardwood flooring, radiant heat, central air 2026, a freshly painted exterior, outdoor shower, irrigation system & detached two car garage w/ finished room above, perfect for an office, studio, or private retreat. Surrounded by beautiful plantings & a fenced yard, the patio area & gas grill station are perfect for entertaining, or just relaxing. Enjoy Branford's restaurants, shopping, & Town Green, home to concerts, festivals, & more. An easy commute to New Haven hospitals, train, colleges, schools, airport, & Coast Guard with NYC approx. 75 min. Enjoy shoreline living just outside your door & NO flood insurance required

13 Crescent Bluff Ave, Branford

66 Knollwood Dr, Branford
$816,000
4 Beds ⋅ 4 Baths ⋅ 24189244 MLS
Nestled on 3.5 beautifully landscaped acres in the highly sought-after Pine Orchard neighborhood, this meticulously maintained Colonial offers the perfect blend of privacy, comfort, and exceptional outdoor living. Situated on a quiet street, this 4-bedroom, 2 full and 2 half bath home features 2,468 square feet and has been lovingly cared for inside and out. The property is truly the centerpiece, with park-like grounds showcasing mature landscaping, beautiful gardens, terraced stone wall, and expansive stone patios designed for entertaining. Enjoy evenings around the custom outdoor fireplace or fire pit, prepare meals in the wood-fired pizza oven, and relax in the hot tub while overlooking the private backyard. A charming custom barn provides excellent storage and adds to the property's New England character. Every inch of the grounds reflects pride of ownership and thoughtful design. This is a rare opportunity to own a beautifully maintained home with outstanding outdoor amenities in one of the area's most desirable neighborhoods.

66 Knollwood Dr, Branford

79 Meadow Wood Rd, Branford
$765,000
4 Beds ⋅ 2 Baths ⋅ 24162299 MLS
Welcome to 79 Meadow Wood Road! Located in the highly sought-after Pine Orchard neighborhood of Branford, this four-bed, two-bath home offers the perfect blend of charm, comfort, and modern style. Inside, you'll find updates throughout, including all-new striking black windows that add abundant natural light. The newly remodeled kitchen is a true centerpiece, featuring an open floor plan, white quartz countertops, full-height cabinetry, and stainless steel appliances. The enormous family room offers cathedral ceilings, a wood stove, and expansive sliders leading to the backyard. In addition, a separate living room with a cozy fireplace offers the perfect setting for relaxing, quiet evenings. One of the home's four bedrooms is conveniently located on the main level, offering flexibility as a guest bedroom, or a private home office. Three sizable bedrooms are located upstairs, including the primary bedroom which features its own access to the full bathroom. Just off the garage, a practical mudroom offers laundry space, white cabinetry, and black slate flooring; this area is complemented by a full bathroom. Steps from the Shoreline Greenway Trail, Youngs Pond, and the town's beautiful coastline. Set on a 3.3-acre lot, this property provides a rare sense of privacy and space while just moments from Branford's downtown, I-95, and the Shore Line East commuter rail line. Offering everything you have been searching for, this special property is ready to welcome you home!

79 Meadow Wood Rd, Branford

50 Spring Rock Rd, Branford
$710,000
3 Beds ⋅ 2 Baths ⋅ 24178054 MLS
*All offers due by Monday, June 15 at 5pm.* 50 Spring Rock Road isn't just an address, it's a lifestyle. From the covered front porch inviting neighbors to slow down and stay awhile, to the three-season porch where everyone naturally gathers for meals, a good book, or the simple pleasure of putting your feet up, this home is made for everyday moments that matter. Step through the front door into the welcoming living room featuring fir wood floors, a gas fireplace with a field stone surround, and a bead board accent wall. There is plenty of room for a dining table, while sliders at the back lead to a private, peaceful covered deck. The eat-in kitchen is filled with natural light thanks to a well-placed skylight and offers newer appliances including a gas stove, refrigerator, dishwasher, and microwave. A cozy den with a tongue-and-groove ceiling, along with a thoughtfully placed half bath, completes the main floor. Upstairs are all three bedrooms and a full bath with convenient laundry. Outside, the level yard offers plenty of space to enjoy, along with fruit trees tucked into the rear of the property. As part of the Pine Orchard Association, residents enjoy beach rights, with the closest access point located at the end of Spring Rock Road. Built in 1890 and thoughtfully updated over the years, this home is filled with history, warmth, and memories, ready for its next owners to create their own.

50 Spring Rock Rd, Branford

29 Crescent Bluff Ave, Branford
$700,000
3 Beds ⋅ 4 Baths ⋅ 24076389 MLS
Nestled in the highly sought-after Pine Orchard neighborhood, 29 Crescent Bluff beautifully merges early 20th-century charm with modern conveniences with 2,432 sq. ft. of living space offering incredible potential. Featuring 3 spacious bedrooms and 4 full bathrooms, the home provides ample room for family and guests. Step through the front door into a delightful three-season sunroom, surrounded by windows that showcase water views. Inside, a generously sized living room serves as the heart of the home, complete with a striking central fireplace. This space seamlessly flows into the formal dining room, accentuated by elegant columns. The expansive kitchen offers endless possibilities, featuring a side door leading to the yard and a convenient walk-in pantry. Just beyond, a fabulous family room awaits, enhanced by radiant floor heating, a mini-split system for cooling, an attached full bathroom, and sliding doors that open to the backyard. Upstairs, the second floor presents a unique layout, highlighted by the primary suite with its own en-suite bathroom, a charming fireplace, and scenic water views. As a major bonus, both additional bedrooms also include private en-suite bathrooms. Exuding classic Cape Cod appeal, the home showcases shingle-style exterior walls and a gable roof, complemented by gleaming hardwood floors throughout. Recent updates include new windows, an upgraded electrical service panel, and a Generac generator for added peace of mind. ** multiple offers **

29 Crescent Bluff Ave, Branford

48 Meadow Wood Rd, Branford
$679,500
4 Beds ⋅ 3 Baths ⋅ 24135840 MLS
Nestled at the gateway to Pine Orchard, set back from the road, sits this sprawling ranch in a private, park like setting. This gem is not to be missed! Step inside to a sun-filled living room, anchored by a striking stone fireplace, with two sets of glass french doors, flowing easily into the dining room and kitchen. The updated kitchen features stainless steel appliances and a large island perfect for cooking and gathering. There is a spacious mudroom and another easy access entry to the spacious rear deck and serene backyard. The primary suite at the far end of the home has a large bedroom, en-suite bathroom, newly added sliders that lead to the rear deck. Three additional bedrooms, full bath and powder room complete the main level.Gleaming hardwood floors, fresh designer paint colors, modern lighting and thoughtful updates at every turn. The partially finished lower level expands the living space with a family room featuring a second fireplace. The well appointed laundry area with folding counter, sink and LG washer/dryer make doing laundry a pleasure. This meticulously maintained and perfectly located home offers the best of both worlds-peaceful privacy and close to all of Branford's favorite destinations. Discover why Branford is one of Connecticut's most sought after shoreline communities.

48 Meadow Wood Rd, Branford

17 Arrowhead Ln, Branford
$655,000
3 Beds ⋅ 3 Baths ⋅ 24161672 MLS
The one you've been waiting for! Pristine, sprawling ranch perfect for one-level living! Located just off Pine Orchard Rd in a highly sought-after neighborhood. Attractive curb appeal with professional landscaping and charming stone wall accent. Just one step into the gracious entry foyer with its decorative front door, welcomes you into the spacious living and dining rooms, each featuring beautiful hardwood floors and sun-filled bay windows. The immaculate eat-in kitchen offers granite counters, whitewashed cabinetry, and stainless steel appliances. The main level family room includes hardwood flooring, a lovely fireplace, and sliders leading to a 34' paver patio overlooking a private, serene backyard-perfect for relaxing or entertaining. The primary BR suite features hardwood floors, an x-large closet and a full bath with a white vanity & walk-in tiled shower. Two additional generously sized bedrooms include hardwood flooring (under carpet) and double closets. A fantastic main level bath offers classic white finishes with elegant gold hardware. The convenient mudroom, has access to the 2 car attached garage and the pretty powder room. A french glass door leads to the 1752sf lower level. 560sf is heated and finished with builtins, offering flexible space for a recreation/playroom, gym, office, or theater room. Unfinished area has ample storage with expansion potential. CA, Roof approx 8 yrs old, close to Branford beaches, parks and center! Hurry, this rare find is the one!

17 Arrowhead Ln, Branford

7 Dogwood Ct, Branford
$345,000
3 Beds ⋅ 2 Baths ⋅ 24132647 MLS
LOCATION, LOCATION, LOCATION! At the end of a peaceful cul-de-sac in Branford, opportunity is knocking. This split-level home needs a full renovation, but the setting couldn't be more perfect. Surrounded by established homes and mature trees, it's the ideal canvas to bring your dream to life. Whether you're an investor, a builder, or someone who sees the beauty in a blank slate, this property is your chance to create something truly special. Enjoy the ease of Shoreline living with beaches, restaurants, shopping, and train access just minutes away. Easy commute to New Haven and beyond Private, quiet neighborhood Excellent potential for a custom home or rebuild Opportunities like this don't come often in Branford!

7 Dogwood Ct, Branford

190 Damascus Rd, Branford
$300,000
24173842 MLS
A remarkable opportunity to build your custom residence on 1.29 ac. of pristine meadow in the coveted Pine Orchard area. This approved single-family lot is completely open-no clearing, no stumps, no obstacles-offering a smooth and cost efficient start to construction. Sewer, water, and power are on the lot. Natural gas is conveniently located at the street. The expansive depth of the property allows a home to be set well over 85 feet from the frontage, preserving privacy while still leaving 300+ feet of rear yard for outdoor living, pool design, gardens, or recreational space. With uninterrupted sunlight and zero tree cover, the site is perfectly suited for solar optimized architecture. A rare blend of location, scale, and buildability in one of the shoreline's most desirable enclaves.

190 Damascus Rd, Branford

16 Pine Orchard Rd Unit APT 14, Branford
$225,000
1 Beds ⋅ 1 Baths ⋅ 24130739 MLS ⋅ Tidelands BLDG.
Waterfront Condo in Pine Orchard - Turnkey & Renovated. Welcome to your retreat in Branford's coveted Pine Orchard neighborhood. This fully renovated, ranch-style main level condo blends comfort, style, and location. Enjoy updated 9-foot ceilings and new luxury vinyl plank flooring that create an open, airy feel. Freshly painted in soft white tones with accent walls, the space radiates modern charm. The living area flows into a sleek kitchen with granite countertops, wine fridge, and new garbage disposal. A barn door leads to the updated full bath with tub/shower combo. A mini-split system provides efficient cooling, and plenty of closets including one that houses a stackable washer/dryer. Step onto your private deck overlooking the peaceful Branford River-perfect for morning coffee or launching a canoe. Just a short walk to the Branford Green. Located in the professionally landscaped Tidelands community, this turnkey unit is ready for you. Whether you're a: First-time buyer looking to build equity in a great location, Downsizer seeking simplicity without sacrificing style or comfort, Snowbird in need of a lock-and-leave seasonal home, or Investor interested in a ready-to-rent property with wide appeal......this condo is the one you've been waiting for. Come take a peek-you'll fall in love.

16 Pine Orchard Rd Unit APT 14, Branford

16 Pine Orchard Rd Unit APT 9, Branford
$215,000
1 Beds ⋅ 1 Baths ⋅ 24144483 MLS ⋅ Tidelands BLDG.
Back on Market - Buyer Unable to Obtain Financing Just 2 Days Before Closing! Inspections and appraisal completed with excellent results. Welcome to this coastal waterfront retreat in Branford's sought after Pine Orchard neighborhood. This renovated ranch style condo offers beautiful Branford River views and effortless coastal living. Enjoy 9foot ceilings, new luxury vinyl plank flooring, and fresh white paint throughout. The updated kitchen features quartz countertops, a center island, and new wine fridge, perfect for entertaining. A new energy efficient split heating and cooling system provides year-round comfort. The bedroom offers a private exterior entrance, and the updated bath includes a new vanity and lighted mirror. Step outside to your private riverfront setting, ideal for morning coffee or launching a canoe. Located in the professionally landscaped Tidelands community, just a short walk to Branford Green, shops, and dining. Includes community laundry and storage. Ideal for a first-time buyer, downsizer, weekend escape, seasonal home, or investment opportunity.

16 Pine Orchard Rd Unit APT 9, Branford

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