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54 Steep Hill Rd, Fairfield
$599,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217015 MLS
Highest & Best Offers need to be submitted by 5:00pm on Friday October 30th. Thank you for your interest. Amazing potential is found at this expanded Ranch style home that had an extensive renovation and addition in 2001. Located on a quiet cul-de-sac in Southport. Unbelievable space and floor plan shows the quality details found - expressing the love this home had at one time. Home is occupied and will be sold in "as is" condition. Subject to probate approval. Home will not qualify for conventional financing due to disrepair. Cash or rehabilitation loan only. Do not walk property as it is occupied - listing agent will accompany all limited showings.

54 Steep Hill Rd, Fairfield
601 S Pine Creek Rd Unit 601, Fairfield
$5,300
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215888 MLS
FABULOUS Walk-to-Town Living on South Pine Creek! Enjoy the best of Fairfield living from this inviting townhouse, located mins from South Pine Creek Beach, train, town, restaurants, golf, tennis, and so much more! Sought-after open floor plan offers the perfect blend of comfort & space. Spacious kitchen flows seamlessly into the dining and family rooms, creating a bright, welcoming gathering space with two sets of sliding glass doors that flood the interior with sunshine and open onto a large deck-perfect for outdoor dining & relaxing. Enjoy your own private, fenced yard with plenty of room to play. Upstairs, retreat to the spacious primary suite featuring a generous en-suite bath and walk-in closet. 2 additional well-sized bedrooms on this level w/ one offering its own walk-in closet. Conveniently located laundry room adds everyday ease, while an impressive bonus dressing room/oversized hall closet offers exciting possibilities for a dedicated home office or additional storage. A bright, double-entry foyer welcomes you home, while an attached garage and private driveway with parking for 2 additional cars provide added convenience. An exceptional opportunity to enjoy the Fairfield lifestyle! Walk to the beach, tennis bubble, golf, restaurants, train, and downtown Fairfield-all from this fabulous South Pine Creek location. Don't miss the chance to make this wonderful townhouse your next home!

601 S Pine Creek Rd Unit 601, Fairfield
98 Banks Pl, Fairfield
$5,995,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24216271 MLS
Timeless luxury meets exceptional craftsmanship at 98 Banks Place, where a meticulous restoration & rebuild, completed in 2017, transformed an 1830 Greek Revival into a home offering the comfort of new construction while preserving the soul, warmth, & character only a home of this era can provide. Original floors, brick, timbers, custom windows, reclaimed hardware, & period details blend seamlessly with custom millwork, barrel ceilings, Belgian stone flooring, designer finishes, radiant-heated floors, & all-new systems. A chef's kitchen w/ concealed scullery anchors gracious living spaces, while an inviting family room & serene primary suite balance gathering & retreat. Set on nearly 5.5 private acres, the property is designed for indoor-outdoor living w/ a resort-style pool, year-round spa, expansive bluestone patio, outdoor kitchen, double-sided fireplace, & new pool house offering flexible space for guests, entertaining, an in-law suite, or future living accommodations. Sweeping lawns, formal gardens, an apple orchard, enclosed vegetable garden, & mature green screening create a private retreat unlike any other. Moments from Southport Village, Southport Harbor, Pequot Library, Southport Beach, dining, & the train, this is a rare opportunity to enjoy estate-like living in one of Fairfield County's most sought-after coastal communities, where old-world charm, modern ease, & a walkable coastal lifestyle come together in a truly one-of-a-kind offering.

98 Banks Pl, Fairfield
148 Southport Woods Dr Unit 148, Fairfield
$575,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215215 MLS ⋅ Southport Woods BLDG.
Live the Southport lifestyle at Southport Woods, where coastal charm meets resort-style living! This beautiful, freshly painted 2-bedroom, 2-bath first-floor condo new A/C offers the ease of single-level living in a sought-after community conveniently located near everything Fairfield, Southport, and Westport have to offer. The spacious, light-filled layout creates a warm and welcoming atmosphere, while the large, covered patio provides the perfect spot to enjoy your morning coffee, unwind in the evening, or entertain friends. Enjoy a carefree lifestyle with wonderful community amenities, including a heated swimming pool, clubhouse, and paddle tennis courts. Ideally situated just minutes from Southport Village, Southport Harbor, beautiful beaches, fine dining, shopping, and Metro-North, this move-in-ready home offers the perfect blend of comfort, convenience, and lifestyle. Whether you are looking to simplify your living, enjoy a relaxing retreat, or embrace all that coastal Fairfield County has to offer, Southport Woods is a wonderful place to call home!

148 Southport Woods Dr Unit 148, Fairfield
70 Southfield Rd, Fairfield
$1,375,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215701 MLS
Wonderful opportunity to live in the sought-after South Pine Creek neighborhood. Beautiful and ideally situated on sought-after street BETWEEN TOWN & BEACH. 2022 complete renovation of 1st floor and part of 2nd floor. New Kitchen, powder room, 2nd floor bath, hard wood floors, electric, plumbing and mechanicals, freshly painted interior and more. Shows like new! Beautiful new open plan kitchen with quartz counters, stainless-steel appliances & pantry. Kitchen flows to inviting family room with a wall of windows and glass door leading to expansive deck overlooking fully fenced yard. Family room flows to sunny dining room with built-ins and living room with fireplace. Primary bedroom expansion with custom closets and ensuite primary bath featuring air jet tub, glass shower, dual sinks & private WC. 2 additional oversized bedrooms with large custom closets complete the 2nd floor. Laundry room & large cedar closet in lower level complete this fantastic home. Easy walk to train & vibrant Fairfield town center. Just a mile stroll to Pine Creek beach, golf and tennis. Seven minutes to scenic Southport village & harbor. No flood insurance required. Waterfront community 50 miles from NYC offering coastal charm, historic character, wonderful dining, shopping & arts. Don't miss this opportunity to live the easy in-town/beach lifestyle!

70 Southfield Rd, Fairfield
448 Pequot Ave, Fairfield
$1,799,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24213940 MLS
Historic 1834 farmhouse located in the heart of Southport Village. From the moment you walk through the door you will feel like you are home. Thoughtful renovation of its iconic Pequot Avenue location in 2016 earned the Southport Conservancy Recognition for Restoration. The foundation was completely rebuilt and the home was elevated to FEMA height regulations. All new plumbing and electrical systems were installed. The original wide plank floors, brick and beams were restored to create an inviting open concept. Professionally designed gardens provide beauty and privacy in the outdoor spaces. A rare opportunity to be just steps away from charming Village shops, Southport Harbor and Metro North. This home offers everything from beauty, convenience and warmth. Welcome Home. Listing agent is related to seller.

448 Pequot Ave, Fairfield
541 Sasco Hill Rd, Fairfield
$6,500,000
5 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24213955 MLS
Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

541 Sasco Hill Rd, Fairfield
98 Sasco Hill Ter, Fairfield
$2,479,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24213890 MLS
Your Dream Home Awaits in Sasco Hill! New construction is about to begin! Now is the perfect time to get in early and customize this exceptional home to your own specifications. Beautifully designed 4-5 bedroom custom Colonial set on a quiet, tree-lined cul-de-sac in the highly desirable Sasco Hill location of Fairfield. Offering four levels of living space, exquisite custom millwork, and thoughtfully curated architectural details, this home is designed to blend timeless elegance with modern luxury. Enjoy the best of both worlds-a peaceful, country-like setting just moments from everything Fairfield/Southport has to offer. Walk to Southport Harbor or downtown Fairfield and enjoy the charm, shops, restaurants, and coastal lifestyle that makes this location so special. Don't miss this rare opportunity to create your dream home in one of Fairfield's most sought-after locations. Call today to arrange a meeting with the builders and make your vision a reality! Spring occupancy. Rendering is similar to home being built.

98 Sasco Hill Ter, Fairfield
301 Spruce St, Fairfield
$3,400
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213289 MLS
Enjoy comfortable living in the desirable coastal community of Southport, Connecticut! This inviting 2-bedroom, 2-bathroom half duplex offers a wonderful combination of convenience, comfort, and privacy in a sought-after Fairfield County location. The home features a functional layout, central air conditioning, and the convenience of main-floor laundry. Outside, enjoy a shared private yard, perfect for relaxing and enjoying the outdoors. A private driveway with two dedicated parking spaces adds to the ease of everyday living. Ideally situated near Southport Village, local shops, restaurants, beaches, parks, and the train station, this rental offers convenient access to transportation and everything the surrounding area has to offer. Whether you're commuting, downsizing, or looking to enjoy the charm of coastal Connecticut, this property is a wonderful place to call home.

301 Spruce St, Fairfield
1180 Oldfield Rd, Fairfield
$5,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24212976 MLS
Enjoy the best of Fairfield living in this beautifully appointed, newly built one-bedroom apartment in the sought-after Sasco neighborhood. Thoughtfully designed with quality finishes and attention to detail throughout, this charming residence features a beautiful kitchen with stainless steel appliances, custom cabinetry and stone countertops, a comfortable living area, spacious bedroom and stylish full bath. Additional highlights include hardwood floors, recessed lighting and the convenience of an in-unit washer and dryer. Enjoy the privacy of your own separate entrance, driveway and outdoor patio. All utilities, internet, trash removal and grounds maintenance, are included in the rent, offering easy, maintenance-free living. Ideally located within walking distance to Sasco Beach, downtown Fairfield, restaurants, shopping and the train. A wonderful opportunity to enjoy coastal living in one of Fairfield's most desirable neighborhoods, with the perfect combination of charm, comfort and convenience!

1180 Oldfield Rd, Fairfield
228 Woodrow Ave, Fairfield
$1,180,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211192 MLS
Welcome to this inviting move in ready three-bedroom home in a desirable Fairfield Southport, where comfortable living, thoughtful updates, and everyday convenience meet together. Set in a peaceful residential neighborhood, this home offers a wonderful balance of privacy and accessibility to both Fairfield's and Westport shopping, dining, parks. Fairfield's vibrant town amenities beaches, and train station all within easy reach. Step inside to bright, welcoming living spaces designed for both everyday life and entertaining. The open kitchen serves as the heart of the home, featuring granite countertops and a seamless connection to the adjoining living and dining areas. The open layout creates an easy flow for gatherings while allowing natural light to move throughout the main living spaces. Three comfortable bedrooms provide flexibility for family and guests. Radiant heat in both family room and sunroom. The finished basement adds valuable additional living space with playroom, home office, sunroom or media area-offering plenty of room to suitable lifestyle. Enjoy the outdoor patio with peaceful surroundings, providing a wonderful setting for dining, gardening, play, or simply relaxing. The combination of a comfortable interior, flexible finished lower level, and convenient Fairfield location makes this home a great opportunity for those looking to enjoy all that the Southport community has to offer.

228 Woodrow Ave, Fairfield
97 Gorham Rd, Fairfield
$1,049,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24205924 MLS
Step into this charming expanded Cape, ideally located on a quiet cul-de-sac in the heart of the coveted South Pine Creek beach area. Filled with warmth and character, this inviting four-bedroom, two-bath home is move-in ready while offering wonderful potential to expand in the future. Set on a flat .22-acre parcel, the property provides a fantastic opportunity in one of Fairfield's most desirable coastal neighborhoods. Inside, an open living and dining space creates an easy, comfortable flow, with sliders offering views and direct access to the backyard. The bright white kitchen features an eat-in area and convenient mudroom space. A first-floor bedroom and full bath provide flexibility for guests, a home office, or main-level living. Upstairs, the spacious primary bedroom offers generous closet space and is joined by two additional bedrooms and a beautifully renovated full bath. The finished lower level provides additional flexible living space, ideal for a playroom, home office, gym, media room, or bonus room. Enjoy the best of the Fairfield beach lifestyle with the beach, town, restaurants, shops, and train all within easy reach. A charming, happy home in a truly fantastic location!

97 Gorham Rd, Fairfield
891 Oldfield Rd, Fairfield
$1,395,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24209087 MLS
NEW PRICE. An exceptional opportunity to own this impeccably maintained, beautifully designed home just moments from town and the beach. Better than new. Built in 2018 and enhanced with over $175K in recent custom upgrades, this 3-4 bedroom sophisticated three-story residence offers a level of finish, customization and outdoor living rarely found in new construction. Designer interiors feature elevated materials throughout, including a beautifully appointed chef's kitchen and thoughtful custom details. The third-floor flex space offers exceptional versatility for a home office, gym plus guest space or fourth bedroom, with a full bath and additional storage. Outside, lush professionally designed gardens create a private setting with a generous entertaining patio and custom built gas firepit, all backing to beautiful open marshland and nearby walking trails. Ideally located walk/bike to beach and vibrant town center, this impeccable move right-in home combines the look and quality of new construction with the individuality of a custom-built residence. Part of an intimate two-unit condominium on .25 acres lot. The homes share no walls and are connected only by their garages, giving this residence the privacy and feel of a single-family home. No HOA fees. Owners of the two units only share the cost of master insurance policies and certain maintenance expenses.

891 Oldfield Rd, Fairfield
50 Southport Pl Unit 50, Fairfield
$1,299,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208534 MLS ⋅ Pequot Landing BLDG.
Step into a lifestyle of effortless elegance at 50 Southport Pl, a stunning 3-story end-unit townhouse nestled w/i the coveted Pequot Landing enclave. Blt in 2004, beautifully refreshed 2021/23, this residence perfectly captures the timeless coastal charm of Southport while offering sophisticated, modern amenities today's discerning buyer craves. From the moment you enter, the quality of the recent upgrades is evident. The interior shines w/freshly painted walls, stylish light fixtures, custom wndw trtmnts & gleaming refinished hardwood floors that lead you through an open, airy layout. The refreshed EIK features a center island, granite countertops, premium SS appliances & w/in pantry. Entertainment flows naturally between the DR & LRs, anchored by a sophisticated double-sided gas fireplace that adds warmth & ambiance to both spaces. For those who work from home, the main-level office/library provides a quiet, refined retreat. Upstairs, the PBR suite serves as a true sanctuary, boasting dramatic vaulted ceilings, a generous walk-in closet, & a new in 2023, spa-like ensuite bath. 2 add'l well-appointed BRs ensure plenty of space for guests or creative uses. The versatility continues on the fin walkout LL, w/its own FBA & French doors leading to a private patio, this space is ready to become a high-end fitness studio, a second offic, or an add'l BR suite. The home also features direct garage access & a thoughtful design that is elevator-ready for future proofing lifestyle.

50 Southport Pl Unit 50, Fairfield
531 Mill Hill Ter, Fairfield
$6,800
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208044 MLS
Fabulous carriage house style home. Completely renovated floor to ceiling in 2015. Charm & style galore. Gorgeous kitchen w/walk in pantry & dining area. 2 beautiful full baths. 10 ft ceilings, radiant heat floors. 1st floor bedroom w/ 2 additional bedrooms & sitting room on 2nd floor. Patio w/privacy fence. Ideally located just minutes from Southport village, harbor & train, offering costal charm, historic preservation, wonderful restaurants, shops & galleries. Also minutes from Fairfield's vibrant town center, train, beaches, marina, golf, tennis & parks. Waterfront community 50 miles from NYC. Water, lawn care, utilities & washer/dryer included. Agent/Owner.

531 Mill Hill Ter, Fairfield
891 Oldfield Rd, Fairfield
$1,395,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207361 MLS ⋅ Oldfield Commons BLDG.
NEW PRICE. An exceptional opportunity to own this beautifully designed, impeccably maintained home just moments from the beach and town. Better than new. Built in 2018 and enhanced with over $175K in recent custom upgrades, this 3-4 bedroom sophisticated three-story residence offers a level of finish, customization and outdoor living rarely found in new construction. Designer interiors feature elevated materials throughout, including a beautifully appointed chef's kitchen and thoughtful custom details. The third-floor flex space offers exceptional versatility for a home office, gym plus guest space or fourth bedroom, with a full bath and additional storage. Outside, lush professionally designed gardens create a private setting with a generous entertaining patio and custom built gas firepit, all backing to beautiful open marshland and nearby walking trails. Ideally located walk/bike to beach and vibrant town center, this impeccable move right-in home combines the look and quality of new construction with the individuality of a custom-built residence. Part of an intimate two-unit condominium, the homes share no living-space walls and are connected only by their garages, giving this residence the privacy and feel of a single-family home. No HOA fees. Owners of the two units only share the cost of master insurance policies and certain maintenance expenses.

891 Oldfield Rd, Fairfield
845 Kings Hwy W, Fairfield
$1,645,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207194 MLS
Welcome to 'The Shire', where everyday life feels like a page from a classic New England novel. This enchanting home captures the timeless spirit of Southport, offering a lifestyle defined by character and the best of the gold coast. From the moment you arrive, the lush, mature grounds set a scene of total serenity, on a property anchored by history, all in an unparalleled location. While the aesthetic is pure vintage charm, the dwelling is equipped for modern peace of mind, including a chefs kitchen, updated bathrooms, and a generator to ensure comfort under any circumstance. Original posts and beams, oversized stone fireplaces, wide plank hardwood floors, and designer lighting all complement the warmth and wonder this antique saltbox exudes. The glass-walled greenhouse is a true sanctuary. Whether you're planting or enjoying your morning coffee, it's a space that brings nature near all year long. The grounds include a barn, offering more than just storage. Inside, you'll find two garage bays as well as a dedicated upstairs studio space, perfect for a secluded office, workshop, gym- the options are endless. Every corner of this estate tells a story, from the sun-dappled nooks to the expansive yard that feels worlds away from the hustle and bustle. This isn't just a house; it's a retreat, waiting for its next chapter to begin. If this one of a kind home feels familiar, it's probably because you've been dreaming about the opportunity to live here... and call The Shire yours.

845 Kings Hwy W, Fairfield
624 Center St, Fairfield
$1,495,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205674 MLS
SOUTHPORT CHARM, WALK TO EVERYTHING.... Ideally situated in the coveted town of Southport, this custom designer residence offers an exceptional opportunity to enjoy the very best that Southport has to offer. Thoughtfully designed for today's lifestyle to maximize both space, functionality and style, the home features an open-concept main level with seamless living offering gas fireplace, in-ceiling speakers, foyer w/glass staircase, Marvin floor to ceiling windows and KLAR steel doors. The bespoke kitchen features Aurea Stone island & floating display shelf, stainless Bosch appliances, induction range & wine cooler. The second floor is anchored by a fabulous primary suite featuring a custom walk-in closet and a beautifully appointed spa-worthy bathroom with soaking tub. An additional guest bedroom with ensuite bath and a light filled office complete the 2nd level. The 3rd floor loft space offers library/study space with custom built-in bookcases and bedroom with built-in bed. A fabulous light filled home with 6" white oak character hardwood flooring throughout. Work from home or work out at home with the temperature controlled detached office, gym or studio. Plentiful storage and large cedar closet in the finished lower level. Lovely outdoor entertaining space with evergreen privacy hedges, bluestone patio and outdoor speakers and wifi. An enviable location, timeless appeal, and the ease of having everything within reach make this a truly special offering. Agent Owned.

624 Center St, Fairfield
245 Cedar Rd, Fairfield
$2,349,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205683 MLS
Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns, professional landscaping and lighting, an inviting heated Gunite pool and enviable privacy. The exterior is further enhanced with a detached barn/garage, a treehouse featured in magazines and a sport court. Fall in love and watch the seasons change on your wraparound front porch. The recently renovated kitchen will delight every home chef. The kitchen and dining is open to a very spacious family room with fireplace, making entertaining a pleasure. Upstairs the romantic and secluded primary suite includes a full bath, plus a separate sitting room/study that is well suited for use as a home office, nursery or dressing room. There are now 3 additional family bedrooms plus two additional full baths. The finished lower level provides great play space and additional living area to enjoy. Gracious, tasteful finishes throughout with meticulous attention to maintenance and quality materials. This is an opportunity to truly have it all.

245 Cedar Rd, Fairfield
109 Southport Woods Dr Unit 109, Fairfield
$3,300
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24201683 MLS ⋅ Southport Woods BLDG.
Enjoy this bright and airy, second-floor unit at the sought after Southport Woods complex! Fantastic kitchen with plentiful custom cabinets and ample granite counter space. Washer & dryer in the unit. The spacious living room and dining area create a relaxing living space. The large, private deck affords an additional area to unwind. Play paddle and cool off afterwards in the sparkling, inviting pool! Terrific location - close to shops, beach, train and highway.

109 Southport Woods Dr Unit 109, Fairfield
35 Sherwood Pl, Fairfield
$1,149,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200355 MLS
Welcome to the lovely village of Southport! This beautifully updated Colonial offers a wonderful blend of classic charm, comfortable living, and a prime location. From the moment you enter the inviting foyer, you will appreciate the warmth and character of this lovely home. The living room features gleaming hardwood floors and an abundance of natural light, flowing seamlessly into the formal dining room-perfect for entertaining family and friends. When the weather permits, take the gathering outdoors to the private deck overlooking the spacious backyard, gardening, or simply relaxing. The second floor offers a versatile family room with a fireplace, hardwood floors, and two spacious closets. This flexible space could easily serve as an additional bedroom, home office, or cozy retreat. The primary bedroom features hardwood floors and a full bath with tub and shower. A walk-up attic provides excellent additional storage and offers exciting possibilities for future living space, whether you envision a home office, studio, or expanded primary suite. The finished basement provides even more flexibility and is ideal as a playroom, recreation area, home office, or additional gathering space.

35 Sherwood Pl, Fairfield
16 Elmwood Dr Unit 16, Fairfield
$14,500
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199574 MLS ⋅ Southport Green BLDG.
Rarely available in the heart of Southport, this beautifully updated three-level townhouse at Southport Green is a true showpiece, offering exceptional space, light, and location. Soaring ceilings, dramatic stairwells, and walls of windows fill the open living room with natural light and flow into the adjoining dining room. An updated eat-in kitchen with island and seating for five features a Sub-Zero refrigerator and Wolf gas range and opens to a large family room, creating an ideal setting for everyday living and entertaining. The primary bedroom suite includes an adjoining office/sitting room, while two additional bedrooms each feature ensuite baths and walk in closets. A separate den/office offers flexibility as a home office, guest space, or potential fourth bedroom. A dedicated laundry room, abundant storage, and thoughtful updates throughout make this home as functional as it is beautiful. A private terrace provides a wonderful outdoor retreat for morning coffee, dining, or relaxing. Best of all, Southport is right outside your door. Walk to Equinox, Artisan, the Southport Train Station, harbor, Pequot Yacht Club, Paci, Gray Goose Tavern, and Southport Village. Enjoy the rare combination of a sophisticated, spacious home and the ability to walk to nearly everything that makes Southport so special. A truly wonderful place to call home.

16 Elmwood Dr Unit 16, Fairfield
71 Aberdeen Way Unit 71, Fairfield
$1,397,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199320 MLS ⋅ Pequot Landing BLDG.
Beautiful End Unit, Perfectly situated in Southport, this beautifully appointed 3-bedroom, 3.5-bath Colonial townhouse end unit offers an exceptional lifestyle just moments from village shops, restaurants, Southport Harbor, and the Metro-North train. Thoughtfully updated, the remodeled kitchen features quartz countertops, a sleek backsplash, and premium Bosch appliances, centered around a generous island-opening seamlessly to a private deck, ideal for entertaining. The open living and dining areas are anchored by a striking double-sided gas fireplace and hardwood floors. The walk-out lower level provides versatile additional space with a full bath and sliders to a private bluestone patio-ideal for relaxing or entertaining. Upstairs, the primary suite offers vaulted ceilings, a spacious walk-in closet, and a beautifully appointed marble bath. Recent updates include new carpet in the primary bedroom and freshly stained upper-level hallway floors. Extensive improvements include a brand-new Electrolux central vacuum system, new washer and dryer, new HVAC system, and a new hot water heater-delivering true turnkey living. Additional features include natural gas heat, central air, main-level laundry, and a 2-car attached garage, with the option to add an elevator. A rare opportunity to experience living in one of Fairfield County's most sought-after coastal communities.

71 Aberdeen Way Unit 71, Fairfield
110 Woodrow Ave, Fairfield
$1,550,000
ACTIVE Status ⋅ 24187939 MLS
Exceptional development opportunity in Fairfield! Offering approved plans for a new 20-unit multifamily residential community in a highly convenient location. The proposed four-story building features 20 apartments comprised of 12 one-bedroom and 8 two-bedroom units, including 6 designated affordable housing units. Plans include elevator access, covered parking, resident lounge, fitness center, tenant storage, and professionally designed site improvements. A rare opportunity for builders and developers to acquire a shovel-ready project with thoughtfully designed floor plans and modern amenities. Conveniently located near shopping, restaurants, public transportation, I-95, and Fairfield's vibrant town center. Approved plans and supporting documentation available upon request.

110 Woodrow Ave, Fairfield
135 Old Dam Rd, Fairfield
$13,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24197720 MLS
WATERFRONT PROPERTY ON SOUTH PINE CREEK! This inlet leads to the sound. Nature paths lead to South Pine Creek Beach. Bring your boat and dock it right here. All inclusive rental with landscaping included, plus cleaning service twice a month. Furnished with everything you need including linens if you would like. All utilities included, including internet, electric water, gas, 2 large screen tv's, tesla charger, floats, kayaks, paddle boards, gas grill, gas firepit, manmade beach, lounge chairs outdoor table with umbrella, out door shower, plenty of parking! Landscape and lawn included. Wake up to water views and plenty of nature. Private beach access across the creek. Walk the nature paths or walk to play golf at the par three or play ball at the near by field, or tennis right down the road. This rental is pure serenity on the water. Open floor plan with 2-3 bedrooms, third bedroom is bedroom with murphy bed and office area with printer; updated throughout including baths and kitchen . Charming home is ready for your enjoyment. Nothing to do but bring your clothes and personal items. First floor bedroom and bath and master bedroom upstairs w master bath and views of the water.

135 Old Dam Rd, Fairfield
106 Southport Woods Dr Unit 106, Fairfield
$4,350
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195930 MLS ⋅ Southport Woods BLDG.
Here's your chance to live in a three-bedroom unit at the prestigious Southport Woods Condominiums. This second-floor home is well-appointed, featuring a bright, white eat-in kitchen and a very spacious living/dining room combination complete with a cozy fireplace. A full wall of glass opens to a large covered balcony, bringing in an abundance of natural light and pretty views. The layout includes three generous bedrooms, highlighted by a primary suite with a walk-in closet and a marble bath. An additional marble hall bath with a tub services the other two bedrooms. Enjoy the added convenience of reserved parking, an in-unit washer/dryer, and a dedicated hall storage closet right outside your front door for extra organization. Take advantage of late-summer swims in the sparkling pool, along with access to the community clubhouse and paddle tennis courts. Southport woods is conveniently located with quick access to local beaches, dining, shopping, the Post Road, and I-95.

106 Southport Woods Dr Unit 106, Fairfield
75 Spinning Wheel Rd, Fairfield
$2,275,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24195780 MLS
Another exceptional new construction by a well-known local builder! Now is the perfect opportunity to meet with the builder and customize this beautifully designed home to suit your lifestyle. Offering approximately 2700 square feet of thoughtfully designed living space, plus additional finished space in the basement, this home features 4 levels of living, 4 spacious bedrooms, and 3.5 luxurious baths. The open-concept floor plan is ideal for both everyday living and entertaining, with quality craftsmanship and high-end finishes through out. Located on a quiet street in the highly desirable Sasco neighborhood, you'll enjoy the convenience of walking to downtown, two beautiful beaches, and nearby nature trails. The property is outside the flood zone and offers plenty of room for a pool, creating the perfect setting for your own private backyard retreat. Don't miss this rare opportunity to personalize a brand-new home in one of Fairfield's most sought-after coastal neighborhoods.

75 Spinning Wheel Rd, Fairfield
615 S Pine Creek Rd, Fairfield
$1,799,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192571 MLS ⋅ South Pine Creek Duplex BLDG.
Customize your own beautifully crafted new construction in Fairfield's highly desirable Sasco Hill/South Pine Creek neighborhood, perfectly positioned between town and the beach. Enjoy an exceptional lifestyle just minutes from Pine Creek and Sasco Beaches, Southport Harbor, golf, tennis, the train, and Fairfield's vibrant town center-all within approximately one mile or less. Thoughtfully designed and built by respected local builder Associated Development, this home blends timeless architecture with quality craftsmanship and sophisticated finishes throughout. The flexible floor plan is designed for easy licing. The ground level features a garage, spacious mudroom, and a covered loggia that creates the perfect setting for outdoor entertaining. The sun-filled main level offers 9-foot ceilings, a beautifully appointed custom kitchen that opens seamlessly to the living and dining spaces, a welcoming family room with a fireplace and custom built-ins, and a private study ideal for working from home. Upstairs, the serene primary bedroom features a luxurious bath and generous walk-in closet, accompanied by two additional bedrooms. The third floor expands the home's versatility with a fourth bedroom, full bath, and bonus room-perfect for guests, a playroom, fitness space, or media room. Offering the rare opportunity to enjoy brand-new construction in one of Fairfield's most sought-after coastal neighborhoods, this duplex. Act now, still time to customize finishes!

615 S Pine Creek Rd, Fairfield
406 Harbor Rd, Fairfield
$3,850,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24181784 MLS
This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

406 Harbor Rd, Fairfield
775 Sasco Hill Rd, Fairfield
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24175742 MLS
775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

775 Sasco Hill Rd, Fairfield

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