Old Greenwich, CT Homes for Sale with Pool

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  /20

  $21,000,000

  • 8 Beds
  • 12 Baths
  • 14,071 Sq Ft

  8 Fox Run Ln, Greenwich, CT 06831

  Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls of

  James Hoffman Houlihan Lawrence

  8 Fox Run Ln, Greenwich, CT 06831
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  /7

  $10,350,000

  • 6 Beds
  • 8 Baths
  • 7,072 Sq Ft

  12 Woodside Rd, Greenwich, CT 06830

  DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive,

  Leslie McElwreath Sotheby's International Realty

  12 Woodside Rd, Greenwich, CT 06830
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  /14

  $295,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  91 Strawberry Hill Ave Unit 639, Stamford, CT 06902

  6th-floor 2BR condo * Private balcony with city views * Elevator building with pool + gym * 24-hour security * Assigned parking * On-site laundry * Minutes to Downtown Stamford * 1.5 mi to Metro North & Amtrak trains. Set in the Mid-City Stamford, this bright, condo at 91 Strawberry Hill Ave. offers a flexible open living and dining layout with an oversized window that brings in natural light.

  Cynthia DeRiemer Berkshire Hathaway NE Prop.

  91 Strawberry Hill Ave Unit 639, Stamford, CT 06902
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  /28

  $394,995

  • 2 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  154 Cold Spring Rd Unit 18, Stamford, CT 06905

  Experience effortless one-level living in this spacious 2-bedroom, 1.5-bath home at Candlelight Terrace. Fully updated and move-in ready, the interior features a brand-new kitchen with stainless steel appliances, recessed lighting, and modern flooring throughout. Fresh paint, updated vanities, and new hardware complete the contemporary feel. Enjoy ultimate peace of mind with common charges that

  Diana Gould Coldwell Banker Realty

  154 Cold Spring Rd Unit 18, Stamford, CT 06905
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  /38

  $319,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  91 Strawberry Hill Ave Unit 139, Stamford, CT 06902

  WELCOME to EASY LIVING in Most Desired Complex in the HEART of DOWNTOWN. No Hassel of elevator & steps. Beautifully Renovated, move in ready, this 1St Floor 2 bedrooms & 1 Bath apt is thoughtfully designed for everyday living. Freshley painted interior & new Flooring creates a bright & Contemporary feel. Open concept Living Room & Dining area leads to the Balcony. 2 generous size bedrooms

  Meera Banta BHGRE Shore & Country

  91 Strawberry Hill Ave Unit 139, Stamford, CT 06902
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  /33

  $510,000

  • 1 Bed
  • 2 Baths
  • 1,067 Sq Ft

  25 Forest St Unit 7D, Stamford, CT 06901

  City lifestyle at its best! Located in the heart of downtown Stamford, just minutes to shopping, parks, beaches, popular restaurants and Metro North Train Station. The Classic offers a walkable city life with outstanding amenities that include 24/7 concierge, a glass enclosed rooftop pool overlooking the city, a "state of the art" fitness center and a newly renovated common area for entertaining

  Kathleen Usherwood Compass Connecticut, LLC

  25 Forest St Unit 7D, Stamford, CT 06901
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  /20

  $227,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  71 Strawberry Hill Ave Unit 515, Stamford, CT 06902

  Experience breathtaking city views and unforgettable sunsets from this spacious high-rise condo in the heart of Stamford! This inviting 1-bedroom, 1-bath home features the perfect layout for both relaxing and entertaining. Step out onto your private balcony and take in the skyline views - the perfect spot for your morning coffee or evening unwind. Located in a secure, gated building with 24-hour

  Eric Christmas eXp Realty

  71 Strawberry Hill Ave Unit 515, Stamford, CT 06902
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  /31

  $3,120,000

  • 3 Beds
  • 3.5 Baths
  • 3,512 Sq Ft

  403 Stanwich Rd, Greenwich, CT 06830

  Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

  Stephen Kane Sotheby's International Realty

  403 Stanwich Rd, Greenwich, CT 06830
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  /27

  $12,495,000

  • 6 Beds
  • 11 Baths
  • 10,421 Sq Ft

  537 North St, Greenwich, CT 06830

  Exquisite six-bedroom stone manor, executed to the highest standards, and sited atop a majestic knoll on 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic, sophisticated interiors by Amy Hirsch unfold across three levels of light-filled living space, highlighted by soaring ceilings, oversized custom windows, and every modern amenity. An elegant double-height entry hall with

  Leslie McElwreath Sotheby's International Realty

  537 North St, Greenwich, CT 06830
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  /40

  $999,999

  • 3 Beds
  • 2 Baths
  • 2,444 Sq Ft

  281 Roxbury Rd, Stamford, CT 06902

  **NEW PRICE**Spring has Sprung!! Location! Location!! Look no further than this Desirable Generational Family Built Craftmanship WESTOVER RANCH! Enjoy One Level Ranch Living with and Inground Pool!! 3,448 TOTAL Space including Finished LL! Curb Appeal! Imported Tennessee Stone & Brick Front, Lighted Pillars, Stonewall Lined Driveway Leading to .91 Acres of Manicured, Private, Mature Landscaped

  Wendy Bardos East Coast Associates, Inc.

  281 Roxbury Rd, Stamford, CT 06902
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  /31

  $490,000

  • 1 Bed
  • 1 Bath
  • 1,315 Sq Ft

  143 Hoyt St Unit 5K, Stamford, CT 06905

  Welcome to 143 Hoyt Street, Unit 5K at The Buckingham, where thoughtful updates meet flexible living. This spacious one-bedroom plus den lives like a two-bedroom, with the den easily used as a second bedroom, guest space, or private home office. The open, light-filled floor plan features an updated kitchen with a large island, stainless steel appliances, and a dining area that flows seamlessly

  Leigh Ann Lengyel Clarke RE/MAX Heritage

  143 Hoyt St Unit 5K, Stamford, CT 06905
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  /23

  $10,350,000

  • 5 Beds
  • 4 Baths
  • 8,223 Sq Ft

  111 Byram Shore Rd, Greenwich, CT 06830

  Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

  Joseph Barbieri Sotheby's International Realty

  111 Byram Shore Rd, Greenwich, CT 06830
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  /47

  $3,499,000 Open House 4/12

  • 5 Beds
  • 4.5 Baths
  • 5,389 Sq Ft

  399 Stanwich Rd, Greenwich, CT 06830

  Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

  Leslie McElwreath Sotheby's International Realty

  399 Stanwich Rd, Greenwich, CT 06830
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  /8

  $7,995,000

  • 8 Beds
  • 11.5 Baths
  • 10,646 Sq Ft

  68 Dearfield Dr, Greenwich, CT 06831

  Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

  Nina Frandson BHHS New England Properties

  68 Dearfield Dr, Greenwich, CT 06831
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  /30

  $8,750,000

  • 5 Beds
  • 8 Baths
  • 9,619 Sq Ft

  10 Birch Ln, Greenwich, CT 06830

  Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

  Joseph Barbieri Sotheby's International Realty

  10 Birch Ln, Greenwich, CT 06830
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  /40

  $13,995,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  /21

  $518,000

  • 1 Bed
  • 1.5 Baths
  • 1,106 Sq Ft

  1 Broad St Unit 17C, Stamford, CT 06901

  High Style luxury living at ''1 BROAD STREET''. For Sale with TENANT Renewed Lease 12-2026. Luxury Downtown High Rise with 24/7 Concierge. AMAZING Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Great for Buyer who does can wait to move-in yet or Investor. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood floors in ALL rooms. Open floorplan with Gourmet kitchen.

  Sharon Giglio Sharon Giglio Luxury Real Estate

  1 Broad St Unit 17C, Stamford, CT 06901
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  /47

  $6,395,000

  • 5 Beds
  • 10 Baths
  • 7,632 Sq Ft

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

  Danielle Claroni Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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  /8

  $8,995,000 New Construction

  • 6 Beds
  • 10 Baths
  • 10,216 Sq Ft

  2 Stillman Ln, Greenwich, CT 06831

  Exceptional 2026 new construction offering resort-style living across a main residence + pool house on a private one-acre lot close to town. Designed by Schettino, the main house features 5 bedrooms, 7 full baths + 2 powder rooms with a seamless, light-filled floor plan ideal for entertaining and everyday living. The second floor incl a luxurious primary suite w balcony, dual walk-in closets, +

  Amanda Bates Houlihan Lawrence

  2 Stillman Ln, Greenwich, CT 06831
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  /12

  $13,850,000 New Construction

  • 7 Beds
  • 9 Baths
  • 10,496 Sq Ft

  133 Doubling Rd, Greenwich, CT 06830

  Stunning 6-bedroom Colonial in Mid-Country currently underway (Summer '26 completion). Designed to impress by the renowned Alex Kaali-Nagy Architect AIA with a traditional exterior look, quintessential Greenwich, but a transitional interior with 4 finished levels and thoughtful design touches throughout, including extensive millwork. Exceptional primary suite with walk-in dressing rooms, plus 5

  Amanda Miller Houlihan Lawrence

  133 Doubling Rd, Greenwich, CT 06830
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  /29

  $470,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  50 Glenbrook Rd Unit 7C, Stamford, CT 06902

  Spacious and beautifully updated 3-bedroom, 3-bath residence in a desirable doorman building, offering stunning city views from the 7th floor. This open-concept home features gleaming hardwood floors throughout and two private balconies facing south/east and west-perfect for enjoying both sunrise and sunset. The renovated eat-in kitchen boasts granite countertops, stainless steel appliances, and

  Todd Auslander Keller Williams Prestige Prop.

  50 Glenbrook Rd Unit 7C, Stamford, CT 06902

Showing Results 41 - 61, Page 2 of 2