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Middlesex County CT Homes for Sale

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  • /18

    $289,900

    $35K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,061 Sq Ft

    17&21 Winter Ave, Deep River, CT 06417

    A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17&21 Winter Ave, Deep River, CT 06417
  • /22

    $194,999

    $14K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    201 College St Unit 20, Middletown, CT 06457

    This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the

    Wally Namane Keller Williams Realty Prtnrs.

    201 College St Unit 20, Middletown, CT 06457
  • /40

    $688,000

    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    166 Mccormick Ln, Middletown, CT 06457

    Welcome to this beautifully maintained 4+-bedroom, 2.5-bath Colonial conveniently located in the heart of Middletown. Freshly painted and move-in ready, this home offers the rare combination of generous living space, flexible room options, entertaining areas, and valuable recent updates-including a new roof in 2025. The spacious eat-in kitchen features a center island and bright breakfast nook

    Heather Kilbourn Cavanaugh & Company LLC

    166 Mccormick Ln, Middletown, CT 06457
  • /39

    $539,000

    • 4 Beds
    • 3.5 Baths
    • 2,339 Sq Ft

    242 Main St, Durham, CT 06422

    A truly rare opportunity in the heart of Durham! Built in 1820 and meticulously maintained, this immaculate multifamily property blends historic character with extensive modern renovations. The property is configured as two primary units, plus an additional accessory living area, offering flexibility for both owner-occupants and investors. The spacious front unit features an inviting covered

    Noah Gates Real Broker CT, LLC

    242 Main St, Durham, CT 06422
  • /37

    $1,150,000

    • 8 Beds
    • 6 Baths
    • 7,300 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    87 Main St, Deep River, CT 06417
  • /34

    $389,900

    • 3 Beds
    • 1.5 Baths
    • 1,305 Sq Ft

    27 Bevin Blvd, East Hampton, CT 06424

    Welcome to this 3 bedroom 1 and half bath ranch on a tree lined street in East Hampton Village Center. Remodeled kitchen with attached sunroom/deck overlooking .63-acre yard. One floor living with hardwood floors throughout. Combination of dining and living room with decorative columns and brick fireplace. 3 bedrooms share a full remodeled bath with tub. Half bathroom for your guests. Attached

    Tracy Molloy Coldwell Banker Realty

    27 Bevin Blvd, East Hampton, CT 06424
  • /4

    $104,900

    • Land
    • 2.24 Acres
    • $46,830 per Acre

    9A-2 Flatbrook Rd, East Hampton, CT 06424

    This approved building lot offers a unique opportunity for a custom-built residence. The generous size accommodates a well-designed home and extensive outdoor features. Envision a home that integrates with its natural surroundings, whether you prefer a contemporary aesthetic with expansive windows or a classic farmhouse with a wraparound porch. This lot supports flexible floor plans, including

    Kelvin Wilson Berkshire Hathaway NE Prop.

    9A-2 Flatbrook Rd, East Hampton, CT 06424
  • /40

    $1,065,000

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft

    106 Meadow Woods Rd, Deep River, CT 06417

    Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their

    Gigi Giordano Taylor Compass Connecticut, LLC

    106 Meadow Woods Rd, Deep River, CT 06417
  • /27

    $537,400

    $13K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,520 Sq Ft

    4 Sanfords Bridge, East Haddam, CT 06423

    Welcome to Sanfords Bridge Estates, a distinctive Hadlyme neighborhood centered around a picturesque covered bridge, private pond, walking trails, and approximately 15 acres of preserved open space. Set on a private 1.19-acre lot, this spacious 2,520-square-foot Colonial offers four bedrooms, three full baths, and a flexible floor plan designed for comfortable everyday living and entertaining. A

    John Huhn Coldwell Banker Realty

    4 Sanfords Bridge, East Haddam, CT 06423
  • /9

    $1,300,000

    • Land
    • 63.74 Acres
    • $20,395 per Acre

    1 Ballahack Rd, East Haddam, CT 06423

    This is a rare opportunity in the midst of Connecticut's current housing shortage. This 63.74-acre parcel, located in the historic town of East Haddam, has already undergone preliminary engineering and mapping, revealing the potential for 6 lots. One of these lots features 60 feet of direct lake frontage on Bashan Lake, also known as "Little Pond." The property is adjacent to the Bashan Lake boat

    Dale Bunn Riverview Realty, LLC

    1 Ballahack Rd, East Haddam, CT 06423
  • /40

    $650,000

    $125K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,275 Sq Ft

    126 Main St, East Hampton, CT 06424

    A rare opportunity to own TWO single-family adjacent homes in the heart of East Hampton! Rich in history and thoughtfully updated, the main residence at 124 Main Street beautifully blends timeless architectural character with the comfort and convenience of modern living. Historic details, classic craftsmanship, and tasteful updates create a home that is both elegant and inviting. A first-floor

    Justin Marino Marino Realty LLC

    126 Main St, East Hampton, CT 06424
  • /39

    $3,950,000

    • 5 Beds
    • 5.5 Baths
    • 5,557 Sq Ft

    323 River Rd, Deep River, CT 06417

    Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled

    Margaret Muir William Pitt Sotheby's Int'l

    323 River Rd, Deep River, CT 06417
  • /23

    $699,900

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,166 Sq Ft

    215 Chamberlain Hill Rd Unit 4, Higganum, CT 06441

    Tucked into a quiet corner of Higganum, where the Connecticut River valley still feels like the country, The Enclave is a private community of eight to-be built homes designed around a simpler, fuller way of living - less to maintain, and more room for what matters. "The Gianna" model is a Ranch-style home that offers 2,166 square feet of exclusively single-floor open living, everyday life stays

    Nick DeLuca eXp Realty

    215 Chamberlain Hill Rd Unit 4, Higganum, CT 06441
  • /31

    $767,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    215 Chamberlain Hill Rd Unit 1, Higganum, CT 06441

    Tucked into a quiet corner of Higganum, where the Connecticut River valley still feels like the country, The Enclave is a private community of eight to-be built homes designed around a simpler, fuller way of living - less to maintain, and more room for what matters. "The Shiloh" model offers 2,552 square feet of thoughtfully open living, with the primary suite on the main level so everyday life

    Nick DeLuca eXp Realty

    215 Chamberlain Hill Rd Unit 1, Higganum, CT 06441
  • /30

    $450,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 448 Sq Ft

    128 Little Meadow Rd, Haddam, CT 06438

    Looking for a place to spend sunny summer days on the water, or to just relax and unwind taking in spectacular views? Look no further than this property, which includes two charming seasonal cottages on a .64-acre lot, a 12'x20 gazebo, and 80' of private river frontage with clear views of the historic Goodspeed Opera House, the iconic "Singing Bridge" and the Goodspeed Airport. Each cottage is

    Irene Sheehan Weichert,REALTORS-Four Corners

    128 Little Meadow Rd, Haddam, CT 06438
  • /24

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,209 Sq Ft

    11 Old Stage Coach Rd, Higganum, CT 06441

    Come home to a setting where the landscape becomes part of everyday life. Enjoy morning coffee with peaceful pond views, spend an afternoon in the garden, gather outside for dinner, or relax around a fire pit as the day winds down. With 6.7 acres of land and a home set back from the road, there is room to create an outdoor space that is uniquely your own. This is anything but a typical 1976 home.

    Steven Koleno Beycome of Connecticut

    11 Old Stage Coach Rd, Higganum, CT 06441
  • /25

    $199,900

    • 2 Beds
    • 1 Bath
    • 448 Sq Ft

    2 Hay Field Rd, East Haddam, CT 06415

    This charming and cozy Lake Hayward cottage is ready for your personal touch, making it the perfect summer vacation spot or weekend retreat. Major updates have already been completed, including a newer roof, siding, windows, and an updated electrical panel. Relax on the sun-filled porch, catch a cool breeze on the deck, and enjoy being just a short walk from four private association beaches. The

    Carolyn Kress Berkshire Hathaway NE Prop.

    2 Hay Field Rd, East Haddam, CT 06415
  • /26

    $195,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 759 Sq Ft

    24 College St Unit 6, Clinton, CT 06413

    WOW! Location, location-minutes to Town Beach or town center! This 2nd floor, ranch style condo features beautiful hardwood floors through out. Updated eat in kitchen with stone counter, tile backsplash, stainless steel appliances & pantry. Spacious living room, 2 nice sized bedrooms with double closets, and a renovated tile bath with tub/shower complete this charming coastal home. Private

    Melanie Gunn Coldwell Banker Realty

    24 College St Unit 6, Clinton, CT 06413
  • /14

    $115,900

    $24K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    25 Whitewood Rd, Killingworth, CT 06419

    Welcome to easy, low-maintenance living in the desirable Beechwood 55+ Community! Situated on a peaceful corner lot, this well-maintained home offers privacy, comfort, and numerous recent updates. Inside, you'll find a bright and inviting layout featuring a walk-in tub, updated vanity, new blinds, a new dishwasher, and a newer 50-gallon hot water heater. A stackable washer and dryer are also

    Michael Tran Property Works New England

    25 Whitewood Rd, Killingworth, CT 06419
  • /32

    $1,045,000

    $55K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft

    65 Knollwood Dr, Old Saybrook, CT 06475

    The best of both worlds-enjoy the tranquility of a peaceful setting while being just a short stroll to the beach. Beautifully updated and impeccably maintained, this year-round home offers the perfect blend of coastal charm and modern comfort. A welcoming front porch invites you inside where you'll find beautifully renovated kitchen and baths as well as quality finishes throughout. You'll love

    Martha Quaratella Coldwell Banker Realty

    65 Knollwood Dr, Old Saybrook, CT 06475
  • /33

    $750,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft

    25 Uncas Trail, Old Saybrook, CT 06475

    Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream

    Sharon Linder Berkshire Hathaway NE Prop.

    25 Uncas Trail, Old Saybrook, CT 06475
  • /40

    $3,595,000

    • 5 Beds
    • 4 Baths
    • 3,769 Sq Ft

    10 Scholes Ln, Essex, CT 06426

    Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined

    Susan Malan William Pitt Sotheby's Int'l

    10 Scholes Ln, Essex, CT 06426
  • /23

    $189,000

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    11 Old Forge Rd, Westbrook, CT 06498

    Well cared for low maintenance Ranch close to town and shopping. Many updates. Property shows very nice. New siding w/insulation approximately 2 years old. New stove, new kitchen window. Newer slider to rear sun porch overlooking very private setting, perfect for your morning coffee. Excellent retirement location or part-time summer residence. Quiet community. Easy to show.

    Greg Young Berkshire Hathaway NE Prop.

    11 Old Forge Rd, Westbrook, CT 06498
  • /39

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 4,937 Sq Ft

    53 Oakridge Dr, Westbrook, CT 06498

    Discover your own private oasis, this expansive custom-built home built on over 8 acres offers the perfect blend of privacy, comfort, and modern amenities. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage. Situated on the end of a private cul-de-sac the home is surrounded by peaceful natural beauty and thoughtfully designed for both everyday living and

    Cheryl Cook Re/Max Valley Shore

    53 Oakridge Dr, Westbrook, CT 06498
  • /40

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 2,458 Sq Ft

    88 Powder Hill Rd, Middlefield, CT 06455

    Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office,

    Gary Marino William Raveis Real Estate

    88 Powder Hill Rd, Middlefield, CT 06455
  • /5

    $675,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    9 Old Colony Rd, Old Saybrook, CT 06475

    Rare opportunity to create your dream home in one of Old Saybrook's most sought-after beach communities! Located across from Cornfield Point Beach Association, with deeded beach rights, this .23-acre property includes access to the beautiful sandy beach a short walk away making daily walks to the shoreline effortless. Surrounded by attractive homes, the setting alone makes this a standout

    Joel Lucas Coldwell Banker Realty

    9 Old Colony Rd, Old Saybrook, CT 06475
  • /39

    $1,475,000

    $90K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,303 Sq Ft

    449 Seaside Ave, Westbrook, CT 06498

    A rare combination of privacy, functionality, and sweeping water views distinguishes this exceptional year-round shoreline estate, ideally situated in one of Westbrook's most desirable coastal enclaves. Positioned on the quiet, exclusive end of Seaside Avenue just steps from a pristine private beach, the residence is set upon a rare double lot that offers an uncommon sense of openness,

    Teri Lewis William Pitt Sotheby's Int'l

    449 Seaside Ave, Westbrook, CT 06498
  • /39

    $629,000

    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft

    82 Old Post Rd, Clinton, CT 06413

    Looking for wide open spaces? Want to live that country life? Look no further - tucked away at the end of a long country road, this beautiful antique home offers the perfect blend of historic character and modern comfort. With land becoming scarce in CT, this one offers so much potential. Designed for easy one-floor living, the home is filled with warmth, charm, and updates throughout. Set on 5

    Rachel Welch William Raveis Real Estate

    82 Old Post Rd, Clinton, CT 06413
  • /13

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,143 Sq Ft

    179 Route 81, Killingworth, CT 06419

    House is being sold AS IS - Seller will allow inspections but for informational purposes only - Seller will not be responsible for any repairs. or upgrades DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out

    John Izzo William Raveis Real Estate

    179 Route 81, Killingworth, CT 06419
  • /12

    $419,000

    • 9 Beds
    • 5 Baths
    • 3,110 Sq Ft

    71 E Main St, Middletown, CT 06457

    Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own

    Levi Judqin Brass Moon Realty

    71 E Main St, Middletown, CT 06457
  • /7

    $399,000

    • Land
    • 7.46 Acres
    • $53,485 per Acre

    0 Baileyville Rd, Middlefield, CT 06455

    Prime Land Opportunity - Baileyville Rd & Route 147, Middlefield, CT Nestled in the heart of scenic Middlefield, this exceptional 7.5 acre parcel (approx.) located at Baileyville Road this property offers a rare opportunity for developers or investors seeking to capitalize on the area's demand for year-round recreational living. Ideal for a custom home, vacation home, or small-scale residential

    Melanie Billie BHGRE Gaetano Marra Homes

    0 Baileyville Rd, Middlefield, CT 06455
  • /40

    $849,900

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    3 Anchorage Ln, Old Saybrook, CT 06475

    Life by the water starts here at 3 Anchorage Ln, a spacious Colonial in Old Saybrook set beside the marina with deeded 10-foot access for convenient boat loading and unloading. This 4-bedroom, 3 full bath home offers 2,496 sqft designed for everyday comfort and coastal living. The beautifully remodeled kitchen is the true anchor of the home, ideal for gatherings and seamlessly connected to the

    Arek Wtulich William Raveis Real Estate

    3 Anchorage Ln, Old Saybrook, CT 06475
  • /34

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    106 Glenwood Rd, Clinton, CT 06413

    Turn-key perfection! Completely renovated from top to bottom. This stunning ranch-style home offers the perfect blend of modern updates and coastal charm. Showcasing quality craftsmanship throughout, this spacious 3 bedroom 2 full-bath home features a bright open floor plan designed for today's lifestyle. The designer kitchen is highlighted by a stunning waterfall-edge quartz island creating a

    Jamie Maccarone Coldwell Banker Realty

    106 Glenwood Rd, Clinton, CT 06413
  • /35

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    135 Middlesex Ave, Chester, CT 06412

    NEW PRICE!! Beautiful view from this WATERFRONT home on Chester Cove! Steps to fishing or kayaking just out your door. Enjoy watching the wildlife from the 20x10 deck directly off the kitchen/dining/living rooms. Wonderful light enters through the abundant windows on the first floor with its open floor plan, kitchen with granite, newer appliances and a window over the kitchen sink you won't want

    Lisa Genovali Re/Max Valley Shore

    135 Middlesex Ave, Chester, CT 06412
  • /27

    $430,000

    • 2 Beds
    • 2 Baths
    • 810 Sq Ft

    52 Pond Meadow Rd, Ivoryton, CT 06442

    Welcome home to your own private cottage style farm house in the heart of picturesque Ivoryton - where timeless New England charm meets modern comfort. This beautifully maintained home offers the perfect blend of character, quality, and opportunity, making it an ideal year-round residence, weekend retreat, or investment property. Situated in one of Connecticut's most sought-after shoreline

    Noah Gates Real Broker CT, LLC

    52 Pond Meadow Rd, Ivoryton, CT 06442
  • /40

    $2,150,000

    $145K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,440 Sq Ft

    81 Hartford Ave, Old Saybrook, CT 06475

    Experience the pinnacle of Connecticut shoreline living in this exquisitely remodeled coastal retreat, ideally located just three homes from the private association beach in the Saybrook Manor Beach community. Blending timeless coastal elegance with today's most desirable amenities, this exceptional four-bedroom, two-bath home provides the perfect balance of luxury, comfort, and effortless

    Gigi Giordano Taylor Compass Connecticut, LLC

    81 Hartford Ave, Old Saybrook, CT 06475
  • /34

    $299,900

    • 2 Beds
    • 1 Bath
    • 834 Sq Ft

    90 Lake Shore Dr, East Haddam, CT 06423

    Enjoy year-round living at beautiful Lake Hayward! This 2-bedroom home offers year-round water views and an open floor plan where warm knotty pine accents, a cozy fireplace, and carefree Pergo flooring blend to create a welcoming rustic lake-house atmosphere. The walk-out lower-level features double doors and abundant storage space, offering possibilities for hobbies, recreational equipment, or

    Sherry Borgeson Berkshire Hathaway NE Prop.

    90 Lake Shore Dr, East Haddam, CT 06423
  • /39

    $2,450,000

    • 6 Beds
    • 5.5 Baths
    • 4,442 Sq Ft

    5-7 Haddam Dock Rd, Haddam, CT 06438

    WELCOME TO 5-7 HADDAM DOCK ROAD LOCATED IN HADDAM, CONNECTICUT. DISCOVER A RARE RIVERFRONT OPPORTUNITY OFFERING TWO HOMES ON ONE LOT, BREATHTAKING RIVER VIEWS OF THE CONNECTICUT RIVER, AND YOUR OWN PRIVATE BOAT DOCK. THIS PROPERTY IS PERFECT FOR MULTI-GENERATIONAL LIVING, GUEST ACCOMODATIONS, OR RENTAL INCOME. THE MAIN HOUSE SHOWCASES SOARING WINDOWS THAT FRAME THE PICTURESQUE WATERFRONT, FILLING

    Donna Ricci Coldwell Banker Realty

    5-7 Haddam Dock Rd, Haddam, CT 06438
  • /16

    $215,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 866 Sq Ft

    93 Carriage Crossing Ln, Middletown, CT 06457

    Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full

    Karen Murphy Berkshire Hathaway NE Prop.

    93 Carriage Crossing Ln, Middletown, CT 06457
  • /40

    $1,099,000

    $64K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,109 Sq Ft

    96 Ayers Point Rd, Old Saybrook, CT 06475

    Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized

    Jennifer Gurnell William Raveis Real Estate

    96 Ayers Point Rd, Old Saybrook, CT 06475

Showing Results 161 - 200, Page 5 of 10

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