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$415,000
3 Beds ⋅ 2 Baths ⋅ 24092262 MLS
Set on approximately 1.11 acres in a peaceful Madison neighborhood, this charming home offers a blend of comfort, privacy, and convenience. With three bedrooms, two full bathrooms, and approximately 1,326 square feet of living space, it's a welcoming retreat in a quiet, residential setting. Beautiful hardwood floors run throughout the main living areas, with a fireplace in the living room, adding warmth and character. One of the standout features is the four-season sunroom, which includes sliding doors that open to a generous deck and a large, private backyard. Whether you're enjoying a quiet morning or entertaining guests, the sunroom offers a bright, relaxing space to enjoy the changing seasons. The expansive deck is perfect for outdoor gatherings or simply soaking in the peaceful surroundings. A two-car garage and central air conditioning add everyday convenience and comfort. Located in the picturesque shoreline town of Madison, this home offers access to a vibrant community known for its scenic beauty and strong sense of local pride. From beaches and parks to shops, cafes, and special events, Madison offers a lifestyle that blends New England charm with coastal appeal-all while maintaining a relaxed, small-town feel.

501 Durham Rd, Madison
$415,000
2 Beds ⋅ 3 Baths ⋅ 24111880 MLS ⋅ Yankee Glen BLDG.
Welcome to 15D Yankee Glen, Madison! Come see this beautifully appointed condo! Location is ideal - so close to Downtown Madison, train, and highway. This unit has been lovingly maintained and is ready for its new owner! The open floor plan and vaulted ceilings fill this charming unit with a bright, airy, and inviting atmosphere. With a wood burning fireplace, public water, natural gas, newer on-demand hot water heater, this unit is move-in ready! HIGHEST AND BEST BY MONDAY, 8-11-25, NOON.

15d Yankee Glen Dr Unit 15D, Madison
$413,750
5 Beds ⋅ 4 Baths ⋅ 24051848 MLS
5 bedrooms, 3.5 baths, 2 fireplaces and nearly 4000 sqft on cul de sac. The homes floor plan offers flexibility & versatility for a variety of uses including possible in-law, home office, au par or just extra space for extended friends & guests. A spacious traditional center hall colonial. There is a 2 car detached garage with loft that provides additional storage. Home does need updating but well worth the effort as it is hard to find this size home, in this convenient location in Madison where you are just 2 miles from the town center. Home is being sold "as is"

94 Sportsman Hill Rd, Madison
$412,000
2 Beds ⋅ 2 Baths ⋅ 170561594 MLS ⋅ Kensington Acres South BLDG.
You will fall in love with the close to town location of this free standing ranch in Kensignton Acres South. The 2 bedroom, 2 bath unit is a great option as a second home or for buyers who want to downsize. Easy living with condo maintenance yet the privacy of a detached home. This ranch enjoys one of the best locations within the complex tucked into its own 3 home cluster and with an expansive, private back yard. The unit boasts a remodeled kitchen with granite counters, stainless steel appliances, a new tile floor, and a pantry. The owner removed all wall to wall carpeting and installed hardwood floors in the living/dining area and vinyl plank floors in the bedrooms for easy care. Newer HVAC system. The spacious living room has a gas fireplace for cozy evenings, triple window for natural light, and built ins. The dining room opens to a lovely sun room. The deep, detached one car garage w/auto opener is conveniently located next to the unit. Easy drive to New Haven or Hartford and a brand new train station allows you to use Metro North for access to New Haven and points south. Enjoy all the amenities that Madison and the CT shoreline have to offer with the relaxed lifestyle of condo living. Land lease $92.67 monthly will expire in 2027.

24 Wilshire Rd Unit C, Madison
$411,500
4 Beds ⋅ 2 Baths ⋅ 24144736 MLS
Lots of potential in this 4-bedroom 2 full bath colonial in Madison. Private yard, kitchen with adjoining family room, large screen porch leading to deck and backyard, living room with fireplace and dining room. The upstairs as 4 bedrooms all with hardwood floors. A full basement and 2 car garage. Investors take notice. This home needs updating and is being sold as. Great quiet street. With some TLC, this property can truly shine. Enjoy all that Madison has to offer! Offers received, deadline for offers is 10 am Monday December 22, 2025

313 Bradley Corners Rd, Madison
$410,000
3 Beds ⋅ 1 Baths ⋅ 24039691 MLS
This home is an exceptional choice for those seeking a year-round home or a savvy investment in a sought after location in Madison. Discover this nicely maintained, home just minutes from the beaches and downtown Madison. The spacious eat-in kitchen flows onto a deck that overlooks a peaceful backyard - a perfect spot for enjoying your morning coffee. The main level features a generous sun-filled living room, three comfortable bedrooms, and bath. The lower level boasts spacious family room, laundry area, and plenty of storage space. Recent updates include a new roof (2023), hot water heater (2022) and newer appliances. Situated on a level lot, this property offers a circular driveway for ample parking and is surrounded by upscale homes. Embrace the opportunity to live in Madison and experience all the wonderful amenities and charm the town and shoreline have to offer.

1055 Boston Post Rd, Madison
$410,000
3 Beds ⋅ 3 Baths ⋅ 170621299 MLS
Colonial located on cul de sac in need of extensive work. The house has mostly hardwood floors throughout. First floor has formal living room, formal dining room, eat in kitchen, cooking range is propane, laundry in kitchen area, family room has wood stove. Slider from family room leads to two enclosed porches upper level has 3 bedrooms and 2 full bathrooms. Septic is in front yard where concrete pedestal is and well is in backyard. House condition will not pass standard financing. Best option would be cash or rehab loan due to condition.

29 Milano Pond Dr, Madison
$410,000
3 Beds ⋅ 2 Baths ⋅ 24018884 MLS
ONE owner ranch style 3 bedroom home w/1 full & 1 half bath nestled on a .46 level lot in a quiet neighborhood only minutes to Hammonasset State Park, golfing, town beaches & the charming Madison center w/it's quintessential New England Town Green, unique shops & eclectic variety of great restaurants. Perfect timing to enjoy Summer back yard gatherings, gardening, trips to the beach, live concerts on the Madison Green, Farmers Market, book signings at RJ Julia, so many ways to enjoy the lively Madison community! This home offers the convenience of 1 level living, fully applianced kitchen w/GAS oven range, dishwasher, microwave & a new SS refrigerator, bright & generously sized living room with hardwood floors (hardwood under the carpeted rooms), primary bedroom has walk in cedar closet & a half bath. The spacious & bright tiled breezeway has a newer slider leading to a patio and expansive level backyard. Economical Natural Gas heating, replaced windows & slider add to the energy efficiency of this home. Tons of storage in the full basement along w/ a 2 car garage providing more storage space in a pull down attic. The unfinished basement offers opportunities to add a family room, media room or recreation room. Bring your imagination & personal design ideas to update & transform this wonderful home. This is an Estate so no Seller Property Condition Disclosures. Sold "As Is". Subject to Probate Court Approval. Inspections for info only. Request a showing before it's GONE!

20 Johnson Ln, Madison
$408,000
3 Beds ⋅ 3 Baths ⋅ 170606026 MLS
Welcome to this versatile 3-bedroom, 2.5-bathroom colonial home, nestled in a lovely neighborhood that offers the perfect blend of comfort and convenience. Situated on a private interior lot, this home is a tranquil oasis surrounded by the beauty of nature. Upon entering, you'll be greeted by the warm and timeless charm of hardwood floors that flow throughout the entire home. The layout is both practical and inviting, making it a great fit for any lifestyle. The spacious family room and living room provide ample space for relaxation, entertainment, and family gatherings, ensuring you have room to spread out and make lasting memories. The three generously sized bedrooms offer comfort and flexibility. Whether you need space for a growing family, a home office, or a guest room, this home has you covered. The primary suite, complete with a full bathroom, is a retreat within itself, offering a private space for relaxation and rejuvenation. This colonial home not only provides a great living experience but also grants you a peaceful haven on its private interior lot, surrounded by the serenity of nature. Newer windows, fresh paint, newly refinished hardwood on the lower level. Home needs so updates but amazing potential. Close to Route 79, I-95 and schools.

37 Squires Rd, Madison
$400,000
1 Beds ⋅ 2 Baths ⋅ 24147765 MLS ⋅ Esterly Farms BLDG.
Welcome to Esterly Farms! Nestled in an intimate condo community, this hidden gem offers the perfect blend of tranquility and convenience. Just minutes from the stunning beaches and the charming towns of Madison and Guilford, the location couldn't be better. This Townhouse has an expansive 1 primary bedroom suite on the 2nd floor with full bathroom, along with an abutting room that offers incredible versatility-perfect as a study, home office, sitting room, or even a private TV lounge. Experience the effortless flow of this open floor plan, featuring hardwood floors and the cozy charm of a natural gas fireplace. Step through the sliders in the living room and onto your own deck, where you'll find a quiet escape overlooking a level lawn and the serene beauty of the surrounding woods. There's approximately 672 square feet of unfinished basement with convenient interior access, as well as an unfinished large walk-up attic! Book your private showing today and discover everything this charming unit offers! Note: At full asking price, Seller will satisfy the remaining special assessment at closing.

2 Esterly Farms Road Unit 2, Madison
$400,000
3 Beds ⋅ 2 Baths ⋅ 24103169 MLS
Charming 1933 Cape Cod located in Madison, one of Connecticut's most desirable shoreline towns! This vintage 3-bedroom Cape is full of charm and potential. Just minutes from Madison's beautiful town beaches, Hammonasset Beach State Park, and a vibrant, walkable downtown filled with cafes, boutiques, an award-winning bookstore, a cinema, and more. The flexible layout features a cozy living room with a working fireplace, a sun-filled dining room, and a main-level bedroom currently used as an office. Two additional bedrooms are located upstairs, along with an updated full bath off the hall. The washer and dryer are conveniently located on the main floor, just inside the driveway-side entry. Enjoy morning coffee or evening relaxation on the welcoming covered front porch or the rear deck overlooking the yard. The home is ideally situated close to highways, shopping, and the Madison train station-perfect for commuters or weekenders. Bring your design vision and transform this classic into a one-of-a-kind coastal retreat. Being sold As-Is-don't miss your chance to make this Madison gem your own!

339 Horse Pond Rd, Madison
$400,000
4 Beds ⋅ 2 Baths ⋅ 170598624 MLS
Attention antique enthusiasts! This extraordinary 1749 colonial is set back on a beautiful 3.18 acres of level land on Durham Road. It is surrounded by stonewalls and mature plantings including a stunning Sycamore tree planted in the 1940's by the current owners. Most of this home's original details remain including 4 fireplaces, plastered walls and ceilings, wood paneled walls, hand hewn beams, wide plank flooring and clever built ins yet this home has floor plan that is very livable by today's standards. The primary bedroom is on the first floor with a fireplace and an attached full bathroom. The second floor has three bedrooms with beautiful curved walls, sloped ceilings, vintage wallpaper, and generous closet space for a home of this era. There is also a full bath on the second floor. The home offers a two-car garage that is attached to the home via a covered brick patio and a generous shed for additional storage. This special home is ready for you to update to your taste and lifestyle. Property is conveyed "as is".

1086 Durham Rd, Madison
$400,000
2 Beds ⋅ 3 Baths ⋅ 24039668 MLS ⋅ Legend Hill BLDG.
Welcome home to Legend Hill with tennis and pickle ball courts, pool, historic clubhouse, terraces and patios. Upon entering this home, the first floor foyer leads you to a spacious dining area and a sunken living room with gas fireplace and access to a cozy sunroom. The kitchen is just off the dining area and also has direct access to the sunroom for dining. On the second level there is a primary suite with two walk-in closets and a large full bath. Also on the second floor is a guest bedroom, second full bath and laundry. Additional features of this home include its oversized attached 2-car garage and a walkout basement with loads of storage room.

105 Legend Hill Rd Unit 105, Madison
$400,000
2 Beds ⋅ 2 Baths ⋅ 24032738 MLS ⋅ Windermere West BLDG.
This fully detached ranch-style condominium is located in Windermere West and is ready to be updated to suit your own taste. The living room has a natural gas fireplace and a substantial wall of tasteful bookcases to store all your collectables. The home has a 3 season sunroom that leads to a charming, private brick patio surrounded by a stone wall. A decorative stone path and arbor provide visual interest to the backyard. The primary bedroom has a large closet, a full bathroom and a door leading to the patio. The shared full bathroom holds a full-sized washer and dryer. The home has central air conditioning and electric radiant heat in the ceiling. With gas already available at this home, conversion to efficient natural gas heat is possible. The property comes with a one car detached garage and plenty of guest parking. Kayak racks are available for rent through the association providing river access to residents. Windermere is located just 3 miles to downtown Madison and .5 miles to Hammonasset State Park.

37 Aylesbury Cir Unit 37, Madison
$400,000
3 Beds ⋅ 3 Baths ⋅ 24089579 MLS
Presenting 98 Bartlett Drive, a colonial style home with boundless potential, nestled in the charming town of Madison, CT. This 3-bedroom, 2.5-bath home offers a canvas for those with a vision to create their dream space, complete with a detached two-car garage featuring an unfinished walk-up attic for additional storage or future expansion. The home's versatile layout includes a spacious living room that holds the possibility of being transformed into a first-floor primary suite, catering to your lifestyle needs. While the home currently requires some attention, with the primary bath gutted and the kitchen ceiling removed from a previous bath leak, it presents a unique opportunity for renovation enthusiasts or investors to reimagine and refurbish to their taste. Roof was replaced in 2020. Please note that the home will not qualify for conventional financing in its present state, making it an ideal project for those looking to invest in a property with significant upside potential. The home is being sold in "as is" condition, and an attached quote for septic repair is available for review to assist in evaluating the scope of work needed. Situated in the picturesque community of Madison, this property is a hidden gem for those ready to roll up their sleeves and bring their home dreams to life. Don't miss the chance to own and customize a piece of Madison's charm at 98 Bartlett Drive.

98 Bartlett Dr, Madison
$400,000
3 Beds ⋅ 3 Baths ⋅ 170599335 MLS
Located directly across from Madison's Rockland Preserve, 31 Samantha Lane is nestled comfortably on a cul de sac street. Eat-in kitchen opens to large living room and sliders from which to access the home's deck. Lower level embraces a large family room with pellet stove, large office / additional bedroom and over sized laundry room complete with sink and folding area. Sited on a cul de sac with a pond to the side of the house offering serenity and appealing to nature's visitors. Large Thermopane windows provide tremendous sunlight with lots of recessed lighting for evenings. Hardwood floors throughout the main level with carpet on lower level. The dining room has sliders to a deck offering a great place for your morning and evening cup of coffee! The master bedroom has a full bath and two double closets, 2 other bedrooms on the main level. The lower level has a very large family room with wood burning stove and sliders to a rear deck; another room on this level is perfect for an office or playroom. The laundry room is large with a great workshop area and also contains the half bath. There is direct access to the oversized garage with workbench. The attic has gable vents with thermostatically controlled fans, and there are 5 ceiling fans in the house. The first floor has 1194 sf and the basement has 865 finished sf for TOTAL SQUARE FOOTAGE 2055! Move right in to this beautiful house, tucked away on the cul de sac.

31 Samantha Ln, Madison
$400,000
3 Beds ⋅ 1 Baths ⋅ 24000197 MLS
​MULTIPLE OFFERS RECEIVED. BEST & FINAL OFFERS DUE MONDAY, MARCH 4 BY 5PM. One level living in a convenient Madison location! Welcome to 94 Mungertown Road, located moments to town, beaches and I-95. This 1950's ranch has soaring ceilings and a spacious, open floor plan. Three bedrooms, one full bath with newly refinished hardwood floors and fresh paint throughout, central air conditioning, a full basement and one car garage. You need not ask for more! The wonderfully level lot offers two patio areas and plenty of room for recreation. Some of the impressive updates include a new oil tank, new windows, new washer/dryer relocated to the main level and an expanded driveway area for added parking. Previous improvements include a newer septic tank, distribution box and roof. This property is completely move-in ready and about as sweet as it gets!

94 Mungertown Rd, Madison
$400,000
3 Beds ⋅ 2 Baths ⋅ 24074032 MLS
Welcome to this 3-bedroom home, ideally located in the heart of Madison-close to everything you need! As you enter, you are greeted by an open floor plan with hardwood floors throughout. The kitchen features a gas stove and center island and flows effortlessly into the dining area, which boasts built-in cabinetry perfect for storing your entertaining essentials. The family room, bathed in natural light thanks to its walls of windows surrounding the front door vestibule, creates a warm, inviting space. Sliding doors lead out to a low-maintenance Trex deck and hot tub, perfect for relaxing or entertaining. The main level also includes a convenient powder room and laundry area for added practicality. Upstairs, you'll find three comfortable bedrooms, each offering plenty of space, as well as a full bathroom complete with a soft-jetted air tub and separate tiled shower-ideal for unwinding after a long day. This home is equipped with natural gas heating, ensuring comfort and efficiency year-round. Additionally, with solar panels installed on a roof that is only 2 years old, this home offers enhanced energy efficiency. Set on a generous 1.5-acre corner lot, the property offers incredible potential, with a privacy fence and mature perennial trees that create a tranquil, park-like atmosphere. Additionally, an outbuilding on the property provides ample storage, and the driveway off Hunter's Trail offers easy access. Just a minute from I-95, this location is a commuter's dream.

164 Durham Rd, Madison
$399,900
2 Beds ⋅ 3 Baths ⋅ 24021614 MLS ⋅ Esterly Farms BLDG.
Private, 2 story Condominium in quaint Esterly Farms! The unit offers a one car detached garage with additional parking. Close to desirable downtown Madison, Town and State Beaches, and the Madison Country Club. Newly painted, hardwood floors on first floor and new carpet installed on second floor. Both Bedrooms have an attached Full Bath. Primary has vaulted ceilings. There is a walk-up attic space with high ceilings that can be converted to a Bonus Space. Only one owner.

13 Esterly Farms Rd Unit 13, Madison
$380,000
2 Beds ⋅ 3 Baths ⋅ 24055090 MLS
OWN in Madison for an affordable price!! Don't miss out on this charming Country Cape/cottage style retreat, nestled on nearly 2 acres of lush land abutting Madison Land Trust and the Neck River Trails. This delightful home offers a perfect blend of comfort and tranquility, with a modern and unique flair. With 1,192 square feet of living space on two levels, plus a heated full basement with full bath, this home has a deceiving amount of space. The eat-in fully applianced kitchen is equipped with ample cabinetry for storage, with an eclectic style all-in-one bedroom and full bath on the main level. The living room/dining room offers flexibility of floor plan, with a front porch to relax and enjoy your morning coffee. As an added surprise, second floor boasts the master bedroom and bath ensuite - equipped with a whirlpool tub and separate shower - feeling like your own private spa experience! Embrace the peaceful surroundings with a fenced yard and several garden beds just waiting for your green thumb! A two-car detached garage allows for plenty of additional storage. Come and make this delightful chalet yours! Perfect for year round living or as an vacation escape!

739 Opening Hill Rd, Madison
$375,000
4 Beds ⋅ 2 Baths ⋅ 170616388 MLS
Attention Investors. Four bedroom Cape in quiet convenient location near everything. Needs lots of updating but good bones and well worth the effort. Includes adjacent parcel #1156974 approximately .71 acres. Sold As Is Where Is. Buyers and Agents do your due diligence. Subject to Probate Court Approval. Contents being removed. Prefer Cash or 203K

113 Scotland Rd, Madison
$375,000
3 Beds ⋅ 2 Baths ⋅ 170618457 MLS
*Highest & Best due by 1/19/24 at 12pm* Discover the home of your dreams in this charming 3-bedroom, 1.5-bath raised ranch tucked away on a peaceful cul-de-sac. Hardwood floors flow seamlessly throughout, adding warmth and character to each room. The large living room with fireplace opens to the spacious kitchen with sunny dining area, is adorned with granite countertops and plenty of cabinets. Stainless steel appliances include electric range, hood vent, dishwasher and refrigerator make this kitchen a culinary haven. French doors in the dining area open to the deck overlooking the wooded back yard bordered by a neighboring brook adding to the tranquil setting. An updated full bath and 3 bedrooms complete this level. Venture to the finished lower level and family room with French doors leading to a patio, a perfect retreat for relaxation. The attached 2-car garage underneath adds convenience to your lifestyle. Enjoy life in Madison with the perks of a great school system, convenient access to Madison Town Campus with playground, tennis courts, baseball field and the Arts Barn, numerous nearby hiking trails and minutes to Madison Surf Club beach, town center and Train Station. It’s time to make this home one that you’ve always dreamed of! Welcome Home!

123 Deepwood Dr, Madison
$370,000
1 Beds ⋅ 1 Baths ⋅ 24026640 MLS
This is a rare opportunity to own a remarkable property in a very well-established beach community, enjoy access and rights to the private Lee Manor association Which includes beach rights on the beautiful sandy long Island Sound. Come with your own idea and make this lovely house yours. House is sold as is.

40 Lee Way, Madison
$365,000
2 Beds ⋅ 3 Baths ⋅ 24034404 MLS ⋅ Esterly Farms BLDG.
South of I-95 in Esterly Farms. Discover serenity and convenience in this sought-after Esterly Farms residence, ideally situated just under 2 miles from vibrant downtown Madison. Nestled in a tranquil setting, this inviting unit offers 2 bedrooms and 2 1/2 baths. Step into the foyer to a light-filled living room with built-in bookcases flanking a wood-burning fireplace. The living room flows to the dining room which leads to the kitchen. Door to deck with a privacy wall; ideal for relaxing or entertaining outdoors. The first floor also features a convenient half bath and laundry area, making daily living effortless. Upstairs, you'll find two generously-sized bedrooms, each with its own full bath, providing a perfect retreat for family and guests. Enjoy cozy evenings by the fireplace, and benefit from modern comforts such as central air conditioning, city water, and natural gas heat. The property also includes a detached garage, walk-up attic and a full basement for ample storage spaces. New owner will enjoy a brand new furnace and A/C. Conveniently located close to beautiful beaches, shopping, town cinema, and a variety of dining options. This home represents a fantastic opportunity to embrace a desirable lifestyle in a prime location.

23 Esterly Farms Rd Unit 23, Madison
$350,000
4 Beds ⋅ 3 Baths ⋅ 170608646 MLS
Welcome to 730 Opening Hill Road! A charming, 4 bedroom and 2.5 bathroom Colonial in highly sought after Madison. Nestled on a lightly wooded .92 acre lot providing privacy and serenity. Bring your imagination and make this home your own. The first floor offers a generous-sized family room with natural sunlight and fireplace creating a cozy ambiance in the colder months ahead. The remodeled kitchen is great for entertaining with granite countertops, stainless steel appliances, white cabinets and a glass door opening to the deck. Additional updates include main floor bathroom and bedroom suite bathroom. Don't miss the opportunity to enjoy coastal living! Property being sold "As Is."

730 Opening Hill Rd, Madison
$349,000
2 Beds ⋅ 2 Baths ⋅ 24098047 MLS ⋅ Yankee Glen BLDG.
Welcome to this beautiful freestanding condo ideally located within walking distance to downtown and the train station. This inviting home features cathedral ceilings and an open-concept layout that seamlessly connects the kitchen, dining, and living areas-perfect for both everyday living and entertaining. A cozy fireplace adds warmth and charm to the living space, while large windows offer serene views of the open space behind the property. The spacious primary suite includes a full en-suite bathroom, and a second bedroom and additional full bath provide comfortable accommodations for guests or family. An unfinished attic offers exciting potential-finish it to create a home office, family room, or additional storage. Enjoy the convenience of condo living with the privacy and feel of a single-family home, all in a highly desirable location close to amenities, shops, and commuter options. Schedule your showing today!

23a Yankee Glen Dr Unit 23A, Madison
$348,000
3 Beds ⋅ 2 Baths ⋅ 24044455 MLS
Nestled on a generous 2.3-acre lot, this charming antique farmhouse is a unique blend of historic character and many updates, brimming with potential. The property boasts updated bathrooms, with one full bath thoughtfully incorporating a laundry area for convenience. This charmer features hardwood floors that extend throughout both levels, enhancing the warm & welcoming ambiance. There is a wood stove in the main living area giving option for heating. The main level also includes a versatile bedroom/office option, providing flexibility for various needs. Aloft you'll find two additional bedrooms or office space. The unfinished attic presents an opportunity for expansion, allowing you to customize and create additional living or storage space. Attached to the house is a spacious garage/ storage area, perfect for keeping tools or equipment. A covered patio extends the living space outdoors, offering a serene spot to relaxation. Additionally, a rear shed provides extra storage or workspace, and the expansive grounds are ideal for gardening, hobbies, or even the possibility of a small barn. Despite its tranquil country setting, the property is conveniently located just minutes from downtown, combining the best of rural charm with easy access to amenities. This country charmer, with its great bones, beautiful setting & endless potential is a true find. Bring your vision & make it yours! Roof being replaced week of oct 1.

436 Opening Hill Rd, Madison
$343,000
2 Beds ⋅ 2 Baths ⋅ 24133098 MLS ⋅ Yankee Glen BLDG.
20 Yankee Glen, Madison, Connecticut - Tucked just minutes from the sandy shoreline of Hammonasset Beach State Park, this single-standing condominium combines the serenity of coastal living with the charm of New England design. Behind its private entryway lies a sun-filled home where tall ceilings, a beautiful wood-burning fireplace, and a seamless flow between the living and dining spaces create a sense of warmth and sophistication. The main level offers two spacious bedrooms and two full bathrooms, ideal for single-level living. Upstairs, a large unfinished room awaits-perfect for an artist's studio, home office, or third bedroom, offering endless creative possibilities. Step through the glass doors onto your private outdoor deck, surrounded by mature trees and gentle coastal breezes. In a community known for its peaceful ambiance and proximity to beaches, shops, and restaurants, 20 Yankee Glen captures the essence of refined seaside simplicity-a retreat designed for those who value both comfort and inspiration.

20c Yankee Glen Dr Unit 20C, Madison
$340,000
5 Beds ⋅ 4 Baths ⋅ 170555568 MLS
INVESTORS TAKE NOTE! Bring your vision and put in some sweat equity to make this diamond in the rough shine once again. The main house features a spacious living room, eat-in kitchen, and half bath on the main level. Upstairs, you will find 3 bedrooms including a primary bedroom with en suite full bath and an additional full bath in the hallway. There is an in-law suite attached to the main house with 1 bedroom, 1 full bath, living room, and kitchen/dining area with sliders to a deck overlooking the lightly wooded back yard. In-law apartment utilizes space from the garage bay to the right. The detached cottage includes 1 bedroom, 1 bath, laundry room, kitchenette, and combination living room/dining room. Detached cottage shares well and electric service including hard-wired generator with main house, has separate septic system. **Buyer to do due diligence. Property offered strictly as is, where is, including likely non-conforming and not permitted in-law apartment and detached cottage. Sale subject to probate court approval.**

579 Opening Hill Rd, Madison
$339,600
2 Beds ⋅ 2 Baths ⋅ 24158231 MLS
***All interested parties must qualify pursuant to CT General Statutes, Deed Restrictions, and Income Limits. Eligible Gross Household Income for household is: *$88,792 1person,*$101,476-2 people, *$14,161-3 people, *$126,845-4people & for more request full list. ***Nature Lovers take note! Well maintained updated home located directly across from Madison's "Rockland Preserve" in the Twin Pine subdivision. This "Affordable Housing unit" is in move in condition! Enjoy spacious eat-in kitchen with newer appliances, recessed lighting, ceiling fans and door to huge deck offering plenty of space for fun and play. Also on this floor is the adjacent generous living room, 2BR and Full bath. Lower level boast oversized room with gas FPL, doors to deck & firepit, a full bath. This level was previously used a Primary BR retreat. Additional features include the oversized garage, central air & shed. As part of "Madison's Affordable Housing Program" there are required income limits for Buyers (see attached for full details) and Town application process required - town has 10 days to approve any purchase. Forms and additional information attached. Live, love, laugh and play in Madison at its best!

2304 Durham Rd, Madison

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