Turtle Back Road
$29,500
New Canaan, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 5
Web ID: 24072828
ONE MONTH SUMMER RENTAL - Available July 20 - The perfect summer retreat! This beautifully elegant and relaxing 5 bed, 4.5 bath country home is set on 2 acres with sweeping lawns front and rear in a sought-after neighborhood, less than 3 miles from downtown New Canaan's must-try restaurants, shops and train. Gourmet eat-in kitchen, light-filled rooms throughout and game room with pool table and dart board make this the perfect home-from-home with outdoor dining and living areas including a sparkling, heated, gunite pool, patio and stone fire pit. 5th bedroom with full bath on main floor currently being used as office but owners can move twin bed from lower level, if desired. Sleeps 10 comfortably. Discover all that New Canaan has to enjoy, including walking trails, nature center, parks, spectacular new library and only 45 miles from NYC
River Road
$29,500
Washington, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24064656
AVAILABLE JULY OR AUG 2025 @ $29,500. Chic Riverfront Summer rental. 4 bedroom 3 1/2 baths on a quiet street close to Steep Rock Land Trust's hiking trails and minutes from Washington Depot. Open floor plan, hardwood floors throughout, top of the line chef's kitchen w/ butler's pantry. 2 first floor bedrooms with jack-and-jill bath. 2 bedrooms upstairs, each with full baths, finished lower level. Covered porch and flagstone terrace, Heated gunite pool and Generator. Perfect country retreat with easy access to NYC.
131 Old Mill Road
$29,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 121823
Amazing 1930 jewel completely renovated in 2017, including all new systems, windows, doors, bathrooms, stunning new kitchen and heated pool. Set back from the road, this feels like a European country manor, the charm and privacy incredible. Chic furnishings and interior design.
Keeler Road
$28,000
Bridgewater, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 4.5
Web ID: 24061005
Enjoy this luxurious 4+ bedroom rental from Memorial Day - Labor Day 2025 @ $85K. Newly renovated and professionally decorated with open floor plan flooded w/ light. Multiple sets of French doors open up to the wraparound covered bluestone terrace with outdoor fireplace. Eat-in kitchen w/ high-end appliances, granite counters, a large center island, custom cabinetry & spacious butler's pantry. Gracious primary suite, spa bath, & steam shower. Back guest bedroom attaches to an upstairs media/play room that could be used as a 5th bedroom. Fully finished lower level game room, treadmill, media room with Ping Ping and Air Hockey. Exterior features incl: salt water heated gunite pool, expansive lawn, specimen trees, basketball hoop, privacy. Immaculate condition. Friendly neighborhood w/ easy access to the surrounding towns of Roxbury, Washington, Woodbury, Southbury, New Milford. Walk to Bridgewater Country Store w/ a gourmet deli, catering, farm to table dining. Chic shops, farmers...
85 Mallard Drive
$28,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 122265
SUMMER RENTAL: Private oasis in downtown Greenwich, with a level yard and heated pool, including a new safety fence. This fabulous home is centrally located, within excellent proximity to just about everything in town including train, restaurants, shops and beaches. It is very spacious, and it was completely updated in 2020, with 5 bedrooms, all are en-suite, with 5.1 bathrooms, with a great layout. Bonus spaces includes a walk up finished third floor with an office and a gym. The house and backyard are perfect for entertaining, with a large stone patio, pool and professional lighting and landscaping. This home is a total of 4,638 sqft, including lower level and 3rd floor.
30 Rocky Point Road
$28,000
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 122231
Year round Long Isle Sound water views from this exceptional home on a 0.4 acre lot. Facing East, South and West capturing breathtaking sunrises and sunsets. The approx 4,800 sqft water facing open floor plan consists of 5 bedrms and 4.2 baths. Featuring a Living, Dining, Fam Rm, Study and a Gourmet Eat-in Kitchen with top of the line appliances. Primary suite with large dressing room boasts spectacular views. Sliding doors and expansive flagstone patios connect the indoors with the outdoors to fully enjoy the setting. This pristine home was recently painted, redone hardwood floors, an outdoor shower, 3 car garage and generator complete this ready to move in home. Located on a coveted private road in Old Greenwich, just mins to the train, beach, town and schools truly a one of a kind home
Bluewater Hill
$27,500
Westport, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 4
Web ID: 24077144
Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and garden views from the over sized windows throughout the rooms. The living and dining rooms feature a gas fireplace. A balcony off the living room has seating for many guests. Renovated kitchen with custom Maple cabinets and flooring, built in cabinets, stainless steel appliances and dining area. The den located off the kitchen with the laundry can function as an additional bedroom if needed. Master Suite has large renovated bath with custom built in cabinets. Enter on the garden level through the front door and see a sweeping...
60 Park Avenue
$27,500
Old Greenwich, CT
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 121470
This just built shore colonial is on one of Old Greenwich most desirable streets. This is truly a lifestyle most only dream of. Minutes from Old Greenwich Village, Metro north train and Tod's Point public beach. This 6 bedroom, six full and two half baths new construction embodies architectural details and luxurious amenities. Open concept first floor has a fabulous cook's kitchen, adjoining dining area opening to expansive deck overlooking in ground pool, great room with fireplace, and living room and mud room make up first floor. Second floor there is primary suite with multiple walk-in closets and bath with radiant heat, 3 double bedrooms all with en-suite baths. Third floor has bedroom, bath, office and 1/2 bath and large balcony overlooking property.
24 Grimes Road
$27,500
Old Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 122081
Summer in Old Greenwich on the waterfront! What could be better? Beautiful 4 BR 3 BA home in the most peaceful of settings in a private association neighborhood with dock and beach. Gorgeous sun-filled DR, expansive LR, updated gourmet kitchen and glass-walled FR comprise the 1st floor along with 2 BRs and renovated bath. Upstairs the primary suite boasts a spacious BA, separate shower and private balcony w amazing views. A bright, roomy en-suite BR/BA complete the 2nd floor. Dine al fresco on the terrace with grill and pizza oven, soak in the bubbling hot tub, paddle board off your private dock into Greenwich Cove or simply delight in the water and wild life of the serene Long Island Sound. Less than a mile to train to NYC, shops, beach, tennis and pickleball.
20 W Brother Drive
$27,500
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 122013
Fully Furnished Millbrook Lakefront Rental!!! Flexible Term, can be offered unfurnished at $26,500/month. Privacy abounds as you enter over the bridge to your in-town private peninsula. This Gorgeous lakefront setting is truly a rare with oversized 1.11 acres in the R-20 Zone. The 5 bed 5 bath Manor Styled home has been recently renovated to include New appliances, new hardwood flooring, landscaping, paint and more.
47 Calhoun Street
$26,900
Washington, CT
Rental
Rooms: 6
Bedrooms: 4
Bathrooms: 2
Web ID: 170305968
Charming mint renovated Nantucket-style cottage set on 25 acres of meadows with apple trees and 200-year old maples. Breathtaking hilltop views overlook farms, the Town of Washington and church steeples. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.SUMMER June - August $26,900/month; Memorial - Labor Day $69,900; OFF-SEASON September - May $12,900/month If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $159,000. Inquire about other/shorter rental terms.
247 Painter Hill Road
$26,900
Roxbury, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 4
Web ID: 170305985
Mint St. Barth's-style home in perfect hilltop neighborhood with heated pool. Exceptional interior design with two wood burning fireplaces and vaulted ceilings. SUMMER June - August $26,900/month, Memorial - Labor Day $69,900. OFF-SEASON: September - May $12,900/month--If over 3 months, subtract $1,000 per month. And no tax is due. ANNUAL: $159,000. Inquire for other/shorter rental terms.
23 Painter Hill Road
$26,900
Roxbury, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 170558816
Pristine hilltop art filled home with views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. Wood burning fireplace, vaulted master bedroom with balcony and private bath. Dine or relax on the flagstone terrace. Ping pong, trampoline, croquet, badminton, gas BBQ, fire pit, bikes and board games. SUMMER June - August $26,900/month; Memorial - Labor Day Main House $69,900 OFF-SEASON September - May $12,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $159,000. Please inquire for other/shorter rental terms.
143 Melius Road
$26,900
Warren, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 4
Web ID: 170423931
Pristine barn-style home on scenic dirt road with stream and small ponds. Walk or bike ride along this scenic road into a land preserve and historic farms. Magnificent stone fireplace, vaulted beam living room. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea. Tennis. Close to Lake Waramaug and Mohawk Mountain Skiing. Main House: SUMMER:June - August $26,900/month.Memorial - Labor Day $74,900.OFF-SEASON:September - May $13,900/month. If over 3 months, subtract $1,000 per month. ANNUAL: $169,000. Ask about other terms. Also available with One-Bedroom Cottage-see listing for 141 Melius.
Valley Road
$26,000
Westport, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24069830
Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath, open floorplan with updated kitchen, huge family room, breakfast area and charming front porch. Lower level has a playroom, full bath and walks out to a huge entertaining area with bar, outdoor kitchen, patio and leads to a sparkling in ground pool for your summer enjoyment. Summer rental furnished from May 1 through August 30. Additional months possible but not guaranteed. Tenant may not use fireplace.
Treasure Hill Road
$25,000
Kent, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 3
Web ID: 24067464
AVAILABLE August 1, 2025 - Labor Day. Complete privacy with remarkable distant views from this immaculate South Kent property on 16+/- acres. 3 bedroom main house plus 1-2 bedroom guest house. Incredible long views from open Living Room-Dining Room-Kitchen with stainless steel cabinets and appliances. Fabulous stone fireplace in Living Room. Gunite heated pool directly off house. Just minutes to Kent, New Preston, Lake Waramaug and Bulls Bridge Golf Club. Surrounded by estates in one of South Kent's prettiest locations.
All information is from sources deemed reliable but is subject to errors, omissions, changes in price, prior sale or withdrawal without notice. No representation is made as to the accuracy of any description. All measurements and square footages are approximate and all descriptive information should be confirmed by customer. All rights to content, photographs and graphics are reserved to Brown Harris Stevens. Customer should consult with its counsel regarding all closing and tax costs. Broker represents the seller/owner on Broker's own exclusives, except if another agent of Broker represents the buyer/tenant, in which case Broker will be a dual agent, in Connecticut, or , in New York State and New Jersey, a dual agent with designated or disclosed agents representing seller/owner and buyer/tenant. Broker represents the buyer/tenant when showing the exclusives of other real estate firms. In Florida, Broker acts as a Transaction Broker with all sellers and buyers, unless a different form of agency has been established in writing. If you are looking to purchase or rent housing, are using a screen reader, and are having problems using this website, please call 1-212-712-1163 for assistance. All phone charges will be reimbursed by Brown Harris Stevens. Broker actively supports Fair Housing and Equal Housing Opportunities. BHS has adopted the attached policy statement - Prior to showing a homebuyer a property or providing services: (1) BHS does not require identification from a prospective homebuyer, (2) BHS may require a written agreement from a homebuyer before showing properties; and (3) BHS does not require a pre-approval for a mortgage loan in order to show a homebuyer properties. However, based upon the requirements of the seller, the building in which the properties is located, or others, some or all of the foregoing items may be required. Listing information for certain New York City properties provided courtesy of the Real Estate Board of New York's Residential Listing Service (the "RLS"). The information contained in this listing has not been verified by the RLS and should be verified by the consumer. The listing information provided here is for the consumer's personal, non-commercial use. Retransmission, redistribution or copying of this listing information is strictly prohibited except in connection with a consumer's consideration of the purchase and/or sale of an individual property. This listing information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. 2025 The Real Estate Board of New York, Inc., all rights reserved. RLS Data display by Brown Harris Stevens. Powered by Terra Holdings.