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Greenwich CT Homes with Guest Houses

Scroll to view current single family homes with a gues house on the market in Greenwich Connecticut. Love what you see? Register with us to save your favorites and to get daily updates when similar properties are posted. Already have an account? Log in here! For more information about Greenwich, its available properties or insights into other residential properties that might be coming to market contact Edward Mortimer today! 
430 Riversville Road Greenwich CT 06831

Greenwich, CT430 Riversville Road

Price$1,999,000

Est. Mortgage: $/month

Open House

MLS Number 118849

  • Residential
  • Next Open House: Sat 12/2 11:30 am. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,254

Welcome to this stunning Cape-style home nestled in the Back Country of Greenwich, CT. This beautiful property offers a serene and picturesque setting, making it the perfect retreat for those seeking a tranquil lifestyle.The Cape-style home boasts ample living space with five spacious bedrooms, offering plenty of room for family and guests. Bathrooms: The property includes three full bathrooms, providing convenience and comfort for all residents. Additionally, there is a half bathroom on the premises for added convenience. With 2 fully equipped kitchens, this home is ideal for hosting gatherings and accommodating the needs of a busy household. .The Property would be great for someone who would like to purchase a home with tremenous upside with some renovation.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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239 Palmer Hill Road Old Greenwich CT 06870

Old Greenwich, CT239 Palmer Hill Road

Price$2,199,000

Est. Mortgage: $/month

Contingent

MLS Number 119058

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,843
  • Village North Mianus

Turn key center hall colonial - fully renovated in 2023, prepare to be swept off your feet. Go inside and be instantly greeted by an abundance of natural light that fills every corner, creating an inviting and warm ambiance. The open-concept layout seamlessly connects the living, dining, and kitchen areas, fostering an atmosphere ideal for both entertaining guests and creating cherished family moments. The heart of the home, the gourmet kitchen, is a culinary enthusiast's paradise. Featuring Viking appliances, ample storage, and luxurious finishes, preparing meals will become an absolute pleasure. Four generously sized bedrooms, with all new bathrooms grace the 2nd level. The expansive 1 acre level lot is the perfect setting for alfresco gatherings, weekend barbecues, or simply basking in the sunshine while sipping on your favorite beverage. There is plenty of room for a pool or sports court. The allowable FAR is 6,057sqft, so you can double the size of the house if needed. Convenience meets comfort in this location! North Mianus Elementary School is just a short distance away, making it effortless to get to school. All town utilities. See list of improvements.

Listing Courtesy of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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260 S Lake Drive Stamford CT 06903

Stamford, CT260 S Lake Drive

Price$2,750,000

Est. Mortgage: $/month

Open House

MLS Number 119279

  • Residential
  • Next Open House: Sun 12/3 1:00 pm. to 3:00 pm.
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 9,027

Gracious estate sited on 8.5+ sprawling acres abutting Greenwich & Pound Ridge is your private country refuge. Gated property sits at the apex of a private cul de sac, surrounded by rolling lawns, fruit trees, gazebo & mature landscape. Chateau architectural elements & Traditional style blend so formal spaces boast ornate finishes, inlaid hardwood floors, crown molding & 2-story entry foyer w/marble-floor, circular stair & luxe crystal chandelier. Light & bright Family Room has custom mood lighting, natural stone FP, marble wet bar & French doors to terrace. Spacious kitchen w/double ovens, double sinks, walk-in pantry & center island breakfast bar. Octagonal breakfast room is surrounded by windows, could double as atrium or conservatory. Solid cherry wood library. Take your morning mediation on the Primary BR Juliet balcony, with the serene bubbling of the Koi pond in the background. Oversize primary bath done in floor-to-ceiling marble, with double vanity, bidet & soaking tub. 4 additional bedrooms with an option for extended family or staff quarters off the back staircase; easy access to 3 car garage with Tesla charger for your convenience. Walkout finished lower level provides Caterer's kitchen, perfect for pool parties & family gatherings. Relax in the steam sauna after a workout in home gym with pro-grade equipment. Lower level Play Room with French doors open to stone courtyard w/fountain, a stone's throw to the tennis court & in-ground stone deck surround free-form pool & spa. Mianus River lies along rear & side of land envelope, with state preserve land in Greenwich just behind. House heat is bio-fuel. Propane gas powers the whole-house generator & pool heater. Tesla EV charger in garage, automatic security gate. Gardener's cottage/potting shed, renovated gazebo near orchard. A lot this size could easily accommodate a pool cabana & a guest house. This is a magnificent property for a one-of-a-kind luxury lifestyle experience which will last for generations.

Listing Courtesy of Keller Williams Prestige Props

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Highgate Road Riverside CT 06878

Riverside, CT10 Highgate Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 115841

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,138
  • Village Riverside

Build your dream home in the exclusive Harbor Point Association! Unique opportunity to live on a prime level .80 acre lot in the only gated community in Riverside sited at the end of coveted Indian Head Road. 10 Highgate is in need of a complete renovation. Another option is to build a custom home with a dramatic rooftop entertaining area to enjoy water views. The Association perks include a marina, a crescent private beach looking out onto the open Long Island Sound as well as guard house to welcome your guests. Idyllic coastal lifestyle minutes to schools, shopping, dining and train.

Listing Courtesy of Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 Bramble Lane Riverside CT 06878

Riverside, CT26 Bramble Lane

Price$4,395,000

Est. Mortgage: $/month

Pending

MLS Number 119484

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 4,382
  • Village Riverside

Well-built & meticulously maintained home, close to Riverside Elementary and Eastern Middle Schools. The house has beautiful formal spaces (living room, dining room and paneled library), & a great layout for an active family. Handsome family room w/ fireplace opens directly to the large eat-in chef's kitchen. Primary bedroom has an adjacent 400 SF exercise room, and there are 4 additional bedrooms, all w/ ensuite baths. Hardwood floors & custom built-ins help create a sophisticated lower level, w/ game room, guest room & bath, play room, & wine cellar. A well-appointed mudroom & garage w/ built-ins complete the interior spaces. The thoughtful landscape design includes a covered outdoor family room, exterior lighting in front & back gardens, and fenced-in backyard. Square footage does not include 1,785 square feet in finished lower level.

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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229 Stanwich Road Greenwich CT 06830

Greenwich, CT229 Stanwich Road

Price$4,995,000

Est. Mortgage: $/month

Pending

MLS Number 116882

  • Residential
  • Bedrooms 6
  • Bathroom 12
  • Square Feet 9,050
  • Village South Parkway

Huge Greenwich Center Hall Colonial in the heart of Mid Country. Close to Avenue and Country Day School. Home commands its 5+ Private Acres. Guest house. Unique 'floating' staircase. 5 fireplaces. Elevator shaft was built in during construction. Self contained Au Pair Suite. Garages hold 7-9 Vehicles. Gigantic Exercise/Game Room with fireplace. Oversized Heated Pool, with super-sized shower. Serene Views of Nature and great Natural Light, literally from every window. FINANCING AVAILABLE TO 50% OF PURCHASE PRICE AT 4.5%. 229 STANWICH RD IS ALSO AVAILABLE TO RENT. Guest House; Pool and Garage Levels have been intelligently designed-- can be 'sealed off' from the rest of the Home, to conserve energy. Home is heated by Efficient Natural Gas. Heat is a combination of Forced Air and cozy, toasty Radiant heat. Beautiful Hardwood beneath any carpet. Photos are from the previous listing.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 Brookridge Drive Greenwich CT 06830

Greenwich, CT30 Brookridge Drive

Price$5,500,000

Est. Mortgage: $/month

MLS Number 119310

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 4,972
  • Village South Parkway

Don't miss this prime & rare 4.3+ acre piece of central Greenwich comprised of two lots that offers back country privacy & tranquility in an in-town setting. The right team of professionals can transform this property into a stunning home or compound equaling a great investment, while capitalizing on the incredible views. Originally renovated in 2019, this classic & thoughtfully crafted Tudor is waiting for your vision & personal finishing touch for reconstruction of localized damaged areas. This picturesque property offers endless possibilities. This character filled home, the walk-up attic's ample ceiling height, a 3-bedroom guest house, mature trees & a babbling brook running through the spacious backyard, makes this a rare opportunity to enhance or expand this unique gem. ''As is''

Listing Courtesy of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

49 Cutler Road Greenwich CT 06831

Greenwich, CT49 Cutler Road

Price$5,850,000

Est. Mortgage: $/month

MLS Number 118794

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,854
  • Village North Parkway

2024 Center Hall Colonial is the newest offering by luxury builders Ritzzo Development. Set on 4.33 acres with pool and room for a pool house, this 7800+ SF house is full of amenities both inside and out. 11' ceilings on the 1st floor with gracious rooms, 2 offices, formal entertaining rooms + guest suite. Gourmet kitchen boasts a 10' island and is adjacent to family room with cathedral ceiling, hearth FP and wet bar. 2nd floor with 10' ceilings offers a primary suite with deck overlooking the property, cathedral ceiling, FP and luxury bath with heated floors, soaking tub + separate steam shower. 3 double en-suite bedrooms and oversized recreation room / bunk room. White oak floors, outdoor shower, loggia w FP + covered terraces. LL and 3rd floor can be customized - not in SF total.

Listing Courtesy of Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

900 North Street Greenwich CT 06831

Greenwich, CT900 North Street

Price$6,295,000

Est. Mortgage: $/month

MLS Number 119094

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 8,583
  • Village North Parkway

Turnkey custom home by Wernert Construction sits on 4 acres with views straight down the 14th fairway of Stanwich Club. Relax by the pool, play in the expansive yard, unwind in the hot tub, or play billiards in the game room. Pool house with kitchenette, full bath + laundry on one side and 1 bedroom guest house with own entrance, full bath and laundry on other side. Terrace with hot tub and fire pit overlooking the golf course. Main house boasts 9'6 ceilings, formal + informal rooms including a billiards room! 4 suites - primary options on 1st + 2nd floor + 2 addt'l suites on 2nd floor. Striking quarter sawn floors and spectacular light throughout. 6 zones in main house. 2023 updates incl new pool heater. Special opportunity for an unparalleled lifestyle only 8 minutes from town

Listing Courtesy of Houlihan Lawrence

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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176 Bedford Road Greenwich CT 06831

Greenwich, CT176 Bedford Road

Price$6,900,000

Est. Mortgage: $/month

MLS Number 118297

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,677
  • Village North Parkway

Exquisite stone and clapboard 1940 home, has been meticulously restored using the finest materials. Every aspect of the house and 2 guest cottages has been taken to the studs and renovated by current owners. Dramatic stone Living rm with over-sized windows and stone fp opens to a sunroom overlooking the garden and park-like grounds. Formal dining rm and family rm with fp connect to the gourmet eat-in kitchen. Go out to a large terrace complete with outdoor kitchen. A sitting rm and office with full bath can be used as a first fl bedroom. 2nd fl - the light-filled primary suite has a coffered ceiling. The bath features a copper tub. 3 additional bedrooms, bath and laundry complete the second fl. 2 stone cottages with full kitchens sit on the 8 acre parcel. 2 separate 4 acre lots.

Listing Courtesy of Brown Harris Stevens CT,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Listing data provided by Greenwich MLS

15.4.6 Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. Displays of minimal information (e.g. “thumbnails”, text messages, “tweets”, etc., of two hundred (200) characters of less are exempt from this requirement but only when linked directly to a display that includes all required disclosures. (Amended 5/12)