Downtown Milford-Post Road South, CT homes for sale & real estate

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404 Buckingham Ave, Milford, CT 06460
404 Buckingham Ave, Milford, CT 06460
404 Buckingham Ave, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
Welcome to Waterfront Living. A beautiful 5 bedroom Colonial resting on the banks of the Indian River. Enjoy breathtaking water views while watching the sun rise over the river. With direct water access from the backyard, you can enjoy fishing or kayaking. Offering over 3,000 square feet of living on three floors on a . 32 acre lot. The main floor features the kitchen with stainless-steel appliances and pantry, dining room, sun/living room with sliders to the backyard, 2 bedrooms, an office and a full bathroom. The upper level features the primary bedroom which is highlighted by a beautiful large sliding glass door and overarching window that leads to the raised deck, which offers the oppor

$849,900

5 beds3.5 baths3,079 sq ft

404 Buckingham Ave, Milford, CT 06460

Two separate sheds • Raised deck • Waterfront living

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139 Rogers Ave, Milford, CT 06460
139 Rogers Ave, Milford, CT 06460
139 Rogers Ave, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
An exceptional coastal compound overlooking Milford Harbor, this one-of-a-kind waterfront estate features a main residence with thoughtful updates plus a fully detached Nantucket inspired guest house and three-car garage. Just two blocks from Fort Trumbull Beach and the Milford Yacht Club, and minutes to town shops, restaurants and Metro North, the property offers private beach access and direct harbor views creating an unmatched blend of lifestyle, location, and flexibility. The main home showcases timeless architecture, high ceilings, a formal living room w/ fireplace and a den with harbor views. Modern updates include an expansive open concept kitchen/family room with fireplace, large is

$1,890,000

4 beds5.5 baths6,572 sq ft

139 Rogers Ave, Milford, CT 06460

Direct harbor views • Covered front porch • Waterfront estate

42 Cindy Cir, Milford, CT 06460
42 Cindy Cir, Milford, CT 06460
42 Cindy Cir, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
MULTIPLE OFFERS RECEIVED. .HIGHEST & BEST DUE BY NOON, THURSDAY 8/21/25.. .Newer windows, roof, siding, gutters, central a/c, oil heat, gas hot water heater. 4 bedroom cape with water views bursting with potential! Interior needs updating. Full walkout basement. Spacious, private yard at end of cul de sac which backs up to marsh. AS-IS sale. Minutes to beaches, Milford center, shopping, restaurants, etc.

$299,900

4 beds1 bath1,165 sq ft

42 Cindy Cir, Milford, CT 06460

Water views • Backs up to marsh • Private yard

40 Washington St, Milford, CT 06460
40 Washington St, Milford, CT 06460
40 Washington St, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
BRAND NEW SEPTIC and IRRIGATION SYSTEM, representing $40,000! Get ready to fall head over heels for 40 Washington Street! A truly stunning, fully renovated gem, that radiates charm and sophistication. This tastefully remodeled ranch has been completely updated with a new roof, furnace, A/C, tankless hot water heater, a gorgeous new kitchen and two stylishly remodeled bathrooms combine to make it move-in ready. A warm and welcoming home that offers two bedrooms and two luxurious full baths. Stunning hardwood floors though-out the elegant living spaces anchored by a gas fireplace, while the show-stopping kitchen dazzles with quartz countertops, a professional-grade Viking stove and a pantry.

$523,000

2 beds2 baths1,143 sq ft

40 Washington St, Milford, CT 06460

New furnace • New kitchen • New a/c

3D WALKTHROUGH

24 Founders Way, Milford, CT 06460
24 Founders Way, Milford, CT 06460
24 Founders Way, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
Modern luxury with quality craftmanship at its finest! A true masterpiece! This custom remodeled home has been thoughtfully designed with premium finishes bringing comfort and elegance inside & out. Sonos music system throughout. Enter into a grand foyer with soaring ceilings & an open area concept. Main floor is exceptional with a Living Room, a gas fireplace, gourmet kitchen equipped with Thermador appliances, large center island, built in refrigerator and freezer, wine cooler & dining area. There is a second family room with built ins, gas fireplace and half bath. The first of two Primary Bedroom Suites is located on the main level, featuring a luxurious full bath, walk

$1,800,000

4 beds4.5 baths4,188 sq ft

24 Founders Way, Milford, CT 06460

Large center island • Wine cooler • Gourmet kitchen

Property at 97 North St, Milford, CT 06460, 5 beds, 4.5 baths

$1,675,000

5 beds4.5 baths4,158 sq ft

97 North St, Milford, CT 06460

Property at 31 Ross St, Milford, CT 06460, 3 beds, 1 bath

$299,900

3 beds1 bath1,008 sq ft

31 Ross St, Milford, CT 06460

Property at 9 Willow St, Milford, CT 06460, 3 beds, 2 baths

$560,000

3 beds2 baths1,580 sq ft

9 Willow St, Milford, CT 06460

Property at 91 Governors Ave, Milford, CT 06460, 3 beds, 1.5 baths

$699,999

3 beds1.5 baths2,339 sq ft

91 Governors Ave, Milford, CT 06460

Property at 190 W Main St, Milford, CT 06460, 3 beds, 1 bath

$329,000

3 beds1 bath966 sq ft

190 W Main St, Milford, CT 06460

Property at 8 Oyster Landing Rd #8, Milford, CT 06460, 3 beds, 2.5 baths

$1,050,000

3 beds2.5 baths2,350 sq ft

8 Oyster Landing Rd #8, Milford, CT 06460

Property at 279 New Haven Ave Apt E, Milford, CT 06460, 2 beds, 1.5 baths

$319,900

2 beds1.5 baths1,243 sq ft

279 New Haven Ave Apt E, Milford, CT 06460

Property at 88 Boston Post Rd, Milford, CT 06460, 2 beds, 1 bath

$350,000

2 beds1 bath902 sq ft

88 Boston Post Rd, Milford, CT 06460

Property at 91 Shelter Cove Rd, Milford, CT 06460, 4 beds, 3.5 baths

$1,975,000

4 beds3.5 baths3,869 sq ft

91 Shelter Cove Rd, Milford, CT 06460

Property at 0 North St, Milford, CT 06461

$395,000

— beds— baths— sq ft

0 North St, Milford, CT 06461

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Nearby homes that match your criteria

44 Great Meadow Dr, Milford, CT 06460
44 Great Meadow Dr, Milford, CT 06460
44 Great Meadow Dr, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
Welcome to this well maintained ranch located at the end of a peaceful cul-de-sac in Milford. This home offers the perfect combination of privacy and convenience, just minutes from major highways, public and private schools as well as many beaches and parks. The main level features a traditional layout with a bright living room complete with a cozy fireplace, a formal dining area, spacious kitchen and three bedrooms. Downstairs, the finished lower level includes a large family room with sliding doors that lead to the backyard, ideal for entertaining or relaxing. A half bath and two-car garage add functionality and convenience. This home has been thoughtfully updated over the years and is mo

$485,900

3 beds1.5 baths1,776 sq ft

44 Great Meadow Dr, Milford, CT 06460

0.39 acre lot • 2 garage spots • Built 1978

81 Oriole Ln, Milford, CT 06460
81 Oriole Ln, Milford, CT 06460
81 Oriole Ln, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
Live Your Best Life in this Sparkling Custom Colonial! Step into luxury with this stunning 3+ bedroom, 2.5-bath home, completely rebuilt from the foundation up in 2008 and ready for you to move in and enjoy. Featuring soaring 9-foot ceilings and a spacious open floor plan, this home offers both elegance and comfort. The first-floor primary suite provides convenience and privacy, while the bonus room above the oversized one-car garage offers endless possibilities-perfect for a second dream suite, home office, or entertainment space. Enjoy warm-weather entertaining on the large backyard deck, overlooking a lush, private yard that's ideal for gatherings or peaceful relaxation. Notable features

$745,000

3 beds2.5 baths2,857 sq ft

81 Oriole Ln, Milford, CT 06460

0.36 acre lot • Garage • Built 2008

39 Point LKOUT, Milford, CT 06460
39 Point LKOUT, Milford, CT 06460
39 Point LKOUT, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
DIRECT WATERFRONT - 183 FEET OF LONG ISLAND SOUND FRONTAGE Experience rare privacy and panoramic views from this exceptional Point Lookout residence in Milford. Perfectly positioned on one of the largest waterfront lots in the area, the property offers unobstructed vistas of Long Island Sound, Charles Island, and the entrance to Milford Harbor. A sweeping waterside lawn sets the stage for summer gatherings, while the heated inground pool-with its own pool/storage shed-is an amenity seldom found on Milford's waterfront. Just steps away, Point Lookout residents also enjoy access to the Point Lookout Association's private sandy beach, complete with kayak racks for coastal adventures. Inside,

$3,249,000

3 beds2 baths1,732 sq ft

39 Point LKOUT, Milford, CT 06460

Remodeled kitchen • Direct waterfront • Heated inground pool

104 Carlson Dr, Milford, CT 06460
104 Carlson Dr, Milford, CT 06460
104 Carlson Dr, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
OFFERS TO BE SUBMITTED BY WEDNESDAY, 8/20 @2:00 PM. Welcome to this beautifully maintained 3-bedroom, 2-bath Cape Cod-style home, perfectly situated in a quiet neighborhood on a dead end street, just minutes from scenic Silver Sands State Park. Whether you're looking for year-round living or a coastal getaway, this home offers the perfect blend of comfort, convenience, and outdoor enjoyment. Step inside to find a warm and inviting open layout featuring a bright, large living room/dining room area, an updated kitchen, and hardwood floors. The first floor includes a full bath and one bedroom-ideal for guests or a home office-while two additional bedrooms and a second full bath are located ups

$499,900

3 beds2 baths1,428 sq ft

104 Carlson Dr, Milford, CT 06460

0.24 acre lot • 4 parking spots • Built 1955

308 Meadowside Rd Apt 201, Milford, CT 06460
308 Meadowside Rd Apt 201, Milford, CT 06460
308 Meadowside Rd Apt 201, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
Live the coastal lifestyle without sacrificing city convenience. This updated 2-bedroom, 2-bath condo in the sought-after Oyster Bay community offers 1,202 sq ft of single-level comfort. The light-filled open layout flows from a generous living/dining area into a functional kitchen, with a private primary suite and spacious guest bedroom for flexible living or work-from-home needs. A brand-new water heater (installed August 2025) ensures efficiency and peace of mind. Located less than a mile from Silver Sands Beach for morning runs or sunset walks, and just over a mile to downtown Milford and the Metro-North train, you'll enjoy an easy commute to New York or New Haven while being steps from

$300,000

2 beds2 baths1,202 sq ft

308 Meadowside Rd Apt 201, Milford, CT 06460

$383 HOA • 3 parking spots • Built 1970

119 Melba St, Milford, CT 06460
119 Melba St, Milford, CT 06460
119 Melba St, Milford, CT 06460
ABOUT THIS HOME
Downtown Milford-Post Road South, CT Homes for Sale
This beautiful, three bedroom two full bath colonial has gone through a complete transformation. With water views from multiple levels you can walk to the beach. This beautiful home has been completely remodeled and brought FEMA compliant All new windows, roof and siding. Three bedrooms complimented by an open floor plan eating in kitchen with entertaining area. Two full bathrooms, completely remodeled. The master bedroom has a beautiful walkout deck to enjoy sunsets and fabtastic water views . All appliances included. High-efficiency heat and central AC. High efficiency hot water heater as well as washer dryer unit. Plenty of storage Significantly reduced flood insurance elevation certific

$599,900

3 beds2 baths1,512 sq ft

119 Melba St, Milford, CT 06460

Open floor plan • Water views • Completely remodeled

Property at 193 Wheelers Farms Rd, Milford, CT 06461, 4 beds, 1 bath

$549,000

4 beds1 bath1,800 sq ft

193 Wheelers Farms Rd, Milford, CT 06461

Property at 62 Surf Ave, Milford, CT 06460, 2 beds, 1.5 baths

$488,500

2 beds1.5 baths1,362 sq ft

62 Surf Ave, Milford, CT 06460

Property at 659 West Ave Unit B5, Milford, CT 06461, 1 bed, 1 bath

$259,900

1 bed1 bath655 sq ft

659 West Ave Unit B5, Milford, CT 06461

Property at 25 Summer Pl, Milford, CT 06460, 3 beds, 2.5 baths

$499,999

3 beds2.5 baths1,540 sq ft

25 Summer Pl, Milford, CT 06460

Property at 13 Harkness Dr, Milford, CT 06460, 4 beds, 1 bath

$439,900

4 beds1 bath1,120 sq ft

13 Harkness Dr, Milford, CT 06460

Property at 84 Cooper Ave, Milford, CT 06460, 5 beds, 3.5 baths

$1,999,999

5 beds3.5 baths4,699 sq ft

84 Cooper Ave, Milford, CT 06460

Property at 5 Vine St, Milford, CT 06460, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths1,169 sq ft

5 Vine St, Milford, CT 06460

Property at 29 Magellan Dr, Milford, CT 06460, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths2,592 sq ft

29 Magellan Dr, Milford, CT 06460

Property at 60 Ranch Rd, Milford, CT 06460, 3 beds, 2 baths

$799,000

3 beds2 baths1,784 sq ft

60 Ranch Rd, Milford, CT 06460

Property at 25 Lucille Dr, Milford, CT 06460, 4 beds, 3 baths

$799,000

4 beds3 baths2,920 sq ft

25 Lucille Dr, Milford, CT 06460

Property at 150 Forest Rd #40, Milford, CT 06461, 2 beds, 1 bath

$368,991

2 beds1 bath1,140 sq ft

150 Forest Rd #40, Milford, CT 06461

Property at 43 Melba St, Milford, CT 06460, 4 beds, 3 baths

$1,850,000

4 beds3 baths1,931 sq ft

43 Melba St, Milford, CT 06460

Property at 32 Lawrence Ave, Milford, CT 06460, 3 beds, 1.5 baths

$649,900

3 beds1.5 baths1,120 sq ft

32 Lawrence Ave, Milford, CT 06460

Property at 364 Orange Ave, Milford, CT 06461

$399,900

— beds— baths1,670 sq ft

364 Orange Ave, Milford, CT 06461

Average home prices near Downtown Milford-Post Road South, CT

Cities

Neighborhoods

Post Road North homes for sale
$305,000
Oronoque Village homes for sale
$449,950
Parkway-Wheelers Farm Road homes for sale
$529,900
Devon-Walnut Beach homes for sale
$512,450

Downtown Milford-Post Road South, CT real estate trends

All Home Types trends in Downtown Milford-Post Road South, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$523,000

+16.2% YoY | Jul 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2025

Growth

% YoY

Downtown Milford-Post Road South, CT

$523,000

+16.2%

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